CONTACT US

Siesta Key, Florida

SKLRP - 2 (1)

World-Class Siesta Key Vacation Rentals & Tropical Hotel

Enjoy the ultimate beach getaway to Siesta Key, Florida, with PRIME VACATIONS. Home to turquoise waters, the bustling Siesta Key Village, and one of Florida’s top beaches planning an escape here is truly a trip to paradise. Stay in style by finding your dream Siesta Key vacation rental or boutique hotel room. Start planning your visit by browsing our collection of vacation rentals and hotel rooms in the popular Florida town today.
Showing 12 of 462 properties



Hotel

Tropical Breeze Resort

Tropical Breeze Resort

Escape to Tropical Breeze Resort in Siesta Key, Florida! Offering a large variety of accommodations just steps from the beach and Siesta Key Village.

SELECT ROOM TYPE

House

Aloft on Canal

Aloft on Canal

Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Aloft on Canal by Siesta Key Luxury Rental Properties 542 Canal Rd Siesta Key Welcome to Aloft on Canal, a stunning home just one block away from beautiful Siesta Key Beach with canal and dock access! You can bring your boat, kayak, or paddleboard or rent from any nearby rental shop to pick up some fun toys to enjoy fun outings with your friends and family. The private backyard oasis has a fantastic pool area with a beautiful grotto, a waterfall, a spa, and a waterslide! This home is a three-level paradise that offers breathtaking Gulf views from just about every room and has a rooftop deck for watching the sunsets and sunrises. Aloft on Canal is an eight-bedroom, six-and-a-half-bathroom luxury home, perfect for hosting large family get-togethers and can accommodate up to twenty-two guests! Take a ride on the elevator up to the main floor to find the open living space with comfortable sitting for all your guests and an enormous kitchen. The living space has calming coastal designs, a large tv for movie nights, and stunning views out of the sliding glass doors. Sit back and relax inside while viewing the Gulf or walk outside and grab a seat on the plush outdoor couch. The fully equipped kitchen is ideal for large friends and family get-togethers. It has top-notch appliances for serving up some delicious food and two island seating areas that can seat up to eight guests! For a more formal dining experience, guests can gather in the dining space at the table, or the dining room bench, or sit at the kitchen island. The primary bedroom is a spacious room with a private balcony with lounge seating and will make you feel like a proper head captain. The primary ensuite bathroom is light with modern touches, double vanity, a walk-in shower, and a stand-alone tub. The second bedroom will surely provide guests with a tranquil atmosphere with its delightful décor, balcony access, and ensuite bathroom with a walk-in shower. The third bedroom is spacious with coral color details and has an ensuite bathroom featuring a walk-in shower. The third bedroom opens into the fourth bedroom, with tv for late-night movies and storage space for vacation attire. The next four bedrooms are on the second floor. The fifth bedroom offers guests a relaxing spot where it will be easy to get a peaceful night's sleep and has an ensuite bathroom with an updated walk-in shower. The sixth bedroom will make guests feel right on the beach with its light flooring and lush landscaping outside the private balcony, and the seventh bedroom closet space will surely put a smile on someone's face. The sixth and seventh bedrooms share a jack-n-jill bathroom with ample counter space and a walk-in shower. Lastly, the eighth bedroom has beautiful tropical décor and colors that will have guests on island-time in no time. The private resort-style backyard is a heavenly dream for anyone's vacation fantasies with its heated pool, a rock waterslide, swim-up bar, sun shelf, and an inviting spa. Retreat inside the ground-level game room with a ping pong table, foosball, and a refrigerator for easy access to drinks while playing. Take a walk across the street to the Canal and take your group on a fun boat outing or head to a rental shop so everyone can have a kayak or paddleboard to explore the Canal. Afterward, head over to Siesta Key Village for a delicious island dinner and late-night treat. Tell everyone to pack their bags for the ultimate beach vacation at Aloft of Canal in Siesta Key. Sleeping Arrangement (Sleeps 22) Primary Bedroom, Third floor: King bed, private balcony, and an ensuite bathroom with walk-in shower and stand-alone tub. Second Bedroom, Third floor: King bed, balcony access, and an ensuite bathroom with a walk-in shower. Third Bedroom, Third floor: Kind bed and ensuite bathroom with walk-in shower. It opens to the fourth bedroom Fourth Bedroom, Third floor: Twin bunk bed and trundle bed Fifth Bedroom, Second floor: King bed, balcony access, and an ensuite bathroom with a walk-in shower. Sixth Bedroom, Second floor: King bed, balcony access, and jack-n-jill bathroom with walk-in shower. Seventh Bedroom: Second floor: King bed and jack-n-jill bathroom with walk-in shower. Eighth Bedroom: Two twin bunk beds This property allows pets - there will be an additional pet fee associated. Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • 3-minute walk from the beach • Dock Access • Private Pool with Waterslide and Hot Tub • Rooftop Deck • Pet Friendly • Elevator • Professional Linen Program • Game Room

8 6.5 22
BOOK NOW

House

Aruba

Aruba

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Aruba by Siesta Key Luxury Rental Properties 5255 Calle Menorca Siesta Key Welcome to Aruba, where you are just a five-minute walk from the white sands of Siesta Key Beach! Pack up your gear and head to the stunning waters of the Gulf of Mexico to give your guests a vacation to remember. Then, return to your home's private backyard with beautiful natural landscaping and an inviting pool to cool off in after a day of exploring the Siesta Key Village, which is less than a five-minute walk away. Aruba is a three-bedroom, two-and-a-half-bathroom vacation rental home that sleeps up to twelve guests. Open the door to your beach home and be welcomed into an inviting living space with comfortable seating for your guests and views of the luxurious pool. This living space offers guests the opportunity to connect as they gather around for a movie night, a board game, or relax at the bar top and engage in conversation. The kitchen is bright and airy with coastal décor, which makes being in the kitchen feel energizing as you prepare refreshments for hungry guests. It is fully equipped with stainless steel appliances, dishes, utensils, ample cabinet space, and enough counter space to make meal prepping a breeze. So, dig into your delicious meals at the dining table for eight guests or head out to your patio dining table and feel the island breeze as you dine in paradise. The primary bedroom will make you feel like an islander in no time with its beach décor, light colors, and sliding glass door that opens to the pool so you can enjoy the tropical breeze as you wind down for bed. The second bedroom offers a nautical atmosphere, has a tv for late-night laughs, and storage space for your vacation attire and necessities. The primary and secondary bedrooms share the hallway bathroom, which supplies guests with cabinet space for your must-haves and a shower or bath choice. Finally, the third bedroom will make guests feel like they never left the beach and has an ensuite bathroom with a shower/tub combination. Bask in the sun on one of the lounge chairs in the pool area and sip your favorite island drink as your guests swim in the heated pool. After a day of exploring Siesta Key, cook up some delicious local seafood on the BBQ, sit around the dining table with your guests, and discuss future and past island adventures as you eat the delightful meal in serenity. Explore Siesta Key on land using the free island trolley or investigate the many tour guides Siesta Key offers: kayak, paddleboard, boat charter, you name it, Siesta Key has it. Let Aruba make your dream beach vacation a reality. Sleeping Arrangements (Sleeps 12) Primary Bedroom: King bed, tv, pool access, and shares hallway bathroom Second Bedroom: King bed, tv, and shares hallway bathroom Third Bedroom: 2 bunk beds with twin trundles, tv, and ensuite bathroom Living Room: Queen sleeper sofa This property allows pets - there will be an additional pet fee associated. Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Siesta Key Luxury Rental Properties. * Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. -This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • 5-minute walk from the beach • Private Pool • Pet Friendly • 4-minute walk from Siesta Key Village • Professional Linen Program • Washer and Dryer

3 2.5 12
BOOK NOW

House

Bahama Mama

Bahama Mama

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Bahama Mama by Siesta Key Luxury Rental Properties 5227 Calle Menorca Siesta Key, Florida Welcome to Bahama Mama, a newly remodeled five bedroom, five bathroom vacation home just a five-minute walk from the beach! This home is in the heart of Siesta Key Village, just a block from Ocean Blvd's fabulous boutiques and restaurants. Enjoy a tranquil outing at Siesta Key Beach, where you will find shimmering white sands and warm waters. After a day of exploring, retreat to your private backyard and bask in the sun while lounging around your private pool, then let your worries disappear while you soak in the hot tub. Rest, relaxation and adventure await. Enter into your dream beach vacation home, where you are welcomed into a modern living space with coastal touches and an open layout perfect for connecting with your guests. The living room has a large tv perfect for movie nights, comfortable seating, and views of the stunning pool. The kitchen is fully equipped and has stainless steel appliances, a broad kitchen island perfect for preparing large meals and island seating for six guests to keep the cook company and dive into delicious treats. Gather around for meals at the inviting dining room table or step out to the outdoor dining table that seats up to eight guests. Delight in the primary bedroom's coral-themed room that will have you dreaming about the sea in no time. The primary ensuite bathroom has ample cabinet storage space for all your necessities and a walk-in shower. The second and third bedrooms are bright with natural sunlight from the sliding glass door out to the pool, and both have an ensuite bathroom featuring a walk-in shower. The fourth bedroom offers guests the option of opening the windows to let in the island breeze for an easy night's rest and has an ensuite bathroom that highlights a modern walk-in shower. Finally, the fifth bedroom encourages younger guests to let out their island side and relax in the bright room with a tv and spacious closet. The fifth bedroom has an ensuite bathroom with a shower and tub combination. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower -Third Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower -Fourth Bedroom: Queen bed and ensuite bathroom with walk-in shower -Fifth Bedroom: 1 Full over full bunk bed and ensuite bathroom with shower/tub combo. Bask in the sun on one of the lounge chairs by the pool, or sip your favorite island drink as you delight in your favorite show or movie on TV under the covered patio. After a day of exploring Siesta Key, cook up some delicious local seafood on the BBQ, sit around the dining table with your guests. You can tour Siesta Key on land using the free island trolley, investigate the many guided tours, or rent bikes for some leisurely exploration. In addition, Siesta Key offers kayaking, paddleboard, and boat charters. Siesta Key Village even has nightclubs with live bands for more entertainment options. You name it; Siesta Key has it. Let Bahama Mama make your vacation dreams come true! This property allows pets - there will be an additional pet fee associated. Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • 5-minute walk from Siesta Key Beach • 3-minute walk from Siesta Key Village • Private Pool, Hot Tub, and Outdoor Shower • Pet Friendly • Professional Linen Program

5 5 14
BOOK NOW

House

Beach Retreat (SKLRP)

Beach Retreat (SKLRP)

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Beach Retreat by Siesta Key Luxury Rental Properties 5230 Avenida Navarra Siesta Key Welcome to Beach Retreat, a delightful pool home ideally located between Siesta Key Beach and Siesta Key Village. This island charmer is so inviting, and the beach décor will have your guests in vacation mode the minute they step inside. The lush tropical backyard landscape is its own retreat where guests can lounge and swim in the sparkling pool. Walk two minutes to the silky white sands of one of the most desirable Gulf beaches for a day of sun and swimming in crystal clear waters. Enjoy the shops and restaurants of Siesta Key Village, also just a two-minute walk from your retreat. Beach Retreat is designed to get the most out of your Siesta Key vacation with three bedrooms and three baths to accommodate up to eight guests. The open floor plan helps guests relax and connect, and the beach décor connects outdoor to indoor living. Gather in the living room for conversation, games, or a movie with comfortable seating for your whole party. The fully equipped, updated kitchen is perfect for preparing beach snacks and meals with a generous island that makes food preparation a breeze and seats three for casual breakfasts or dinners on the go. The dining table seats six for guests to enjoy fresh-cooked island treats or local takeout. Enjoy a private retreat in the primary bedroom with its exterior entry and ensuite bathroom with a walk-in shower. The second bedroom’s soothing island colors will help guests rest and relax. It has an ensuite bathroom with a walk-in shower and a sliding door to the backyard. The third bedroom features sea themes to delight younger guests and has a door to the backyard and access to the third bathroom, which has a shower/tub combination. This location offers so many options for your island adventures. Guests can play shuffleboard and swim in the backyard while your family chef cooks dinner on the grill. Take the house’s beach chairs and watch the sunset over the Gulf. Paddleboard, kayak, and bike rentals will help you see and explore the island. Siesta Key Village offers quaint shops, ice cream and other vacation snacks, local restaurants, and live music for those who like nightlife, just a quick walk from your doorstep. Sleeping Arrangements (Sleeps 8): Primary Bedroom: King, Ensuite bathroom with walk-in shower Second Bedroom: King, Ensuite bathroom with walk-in shower Third Bedroom: Full over Full bunk bed with access to bathroom with shower/tub combo This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. -This property has an active Ring doorbell and additional video surveillance on the pool equipment only. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry. One of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • 2-minute walk from the beach • 2-minute walk from Siesta Key Village • Private Pool • Professional Linen Program • Washer and Dryer

3 3 8
BOOK NOW

House

Bimini Breeze (SKLRP)

Bimini Breeze (SKLRP)

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Bimini Breeze by Siesta Key Luxury Rental Properties 5259 Calle Menorca Siesta Key Welcome to Bimini Breeze, a completely remodeled home in the heart of Siesta Key, less than a block away from Siesta Key Village and Siesta Key Beach! This vacation rental has a resort-style pool that is inviting and perfect for relaxing while enjoying the warm sun. Walk less than five minutes to the shimmery white sands of the best Gulf beach on Siesta Key and enjoy a warm swim in the turquoise waters. Guests can walk to Siesta Key Village for refreshments and shopping, giving them so many options to personalize their perfect stay. Bimini Breeze is a gorgeous two-bedroom, two-bathroom home with stunning blue hues that sleeps up to eight people. The living room provides a calming atmosphere that will put all your guests at ease. Sit back and relax on the comfortable couches, watch a family favorite on the large tv, or enjoy an intriguing conversation with your guests while they gaze upon the beautiful backyard through the sliding glass door. The fully equipped kitchen has lovely coastal décor and stainless-steel appliances, ready to whip up delicious meals and beach refreshments for hungry guests. The generous island makes preparation a breeze and has seating for four guests to enjoy casual breakfasts and snacks. Relax outside at the seating of six guests at the outdoor dining table to enjoy fresh-cooked island treats or delicious local takeout. The primary bedroom has plenty of space in the closet to keep your vacation attire fresh, a tv for late-night movies, and a comfortable setting allowing you to listen to the lush landscaping sway as you drift off to sleep. Take a rejuvenating shower in the primary ensuite bathroom before a day of adventures and relaxation. The second bedroom is perfect for younger guests and has a tv for Saturday morning cartoons. The second bathroom features a shower and tub combination. The sleeper sofa offers additional space for a restful night’s sleep. Your guests will love the options this home, and its location provides. The private pool allows guests to swim or lounge on generous sun shelves lining two sides. Beach lovers can grab the property’s chairs and walk to the fine white sandy beach for a swim in the famous clear waters of the Gulf. Snorkel, paddle board, or kayak to see the sea life up close and explore the waters. Bike rentals or the free island trolley will help you explore the key. Siesta Key Village is steps from your doorstep, with local shops, cafés, restaurants, and nightclubs for live music and drinks. Whatever your vacation speed is, this home makes island living a breeze. Sleeping Arrangements (Sleeps 6) Primary Bedroom: Kind bed and ensuite bathroom with walk-in shower Second Bedroom: Full over full bunk bed Living room: Queen sleeper sofa This property allows pets - there will be an additional pet fee associated. Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. -This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry. One of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • 5-minute walk from the beach • 3-minute walk from Siesta Key Village • Private Pool • Pet Friendly - Fees Apply • Part of our Professional Linen Program • Beach Chairs and Beach Towels Included

2 2 6
BOOK NOW

House

Blue Lagoon

Blue Lagoon

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Blue Lagoon by Siesta Key Luxury Rental Properties 322 Calle Miramar Siesta Key Welcome to Blue Lagoon, an ideally located ground-level home one block from Siesta Key Beach and steps from Siesta Key Village so you and your guests can make the most of your island vacation. Take a swim in the crystal waters of the Gulf and return to relax, and dip in your private backyard pool surrounded by lush tropical landscaping. Whether exploring the island or connecting with guests, this inviting home will help make your vacation fantastic. Blue Lagoon is a three-bedroom, three-bathroom island cottage that sleeps nine in coastal comfort. Guests will love gathering in the inviting living room, where they can relax and unwind on the comfortable couches and watch a favorite movie or bask in the natural light. The fully equipped kitchen has stainless steel appliances and ample counter space for preparing meals and snacks for your hungry beachcombers. The dining table seats six for indoor dining, or your guests can enjoy meals on the covered patio at the table for six overlooking the pool. The primary bedroom is spacious and has relaxing coastal spa tones and an ensuite bathroom with a walk-in shower, providing you with a great space to refresh and rest. It has a seating area and sliding doors to the backyard. The secondary bedroom is spacious and has an ensuite bathroom with a walk-in shower, providing your guests with comfort and privacy. The bright, sea-life décor in the third bedroom will delight younger guests and offers space for unwinding or playing games. The third bedroom has hallway access and a shower/tub combination providing guests with bathing options. With Siesta Key Beach Access 5 and 6, only a five-minute walk down your block, the handy beach chairs and towels make a day in the sand a breeze. Sneak back for lunch or walk to the back entrance to Siesta Key Village and all the shopping, dining, coffee shops, ice cream parlors, and entertainment Downtown Siesta offers, just steps from your door. The backyard is your private retreat with a stunning heated pool, lounge chairs, and Adirondack chairs for soaking in the island sun. Grill a family favorite on the grill. Spend your time on the beautiful deck entertaining, relaxing, reading a book, or watching your guests and friends swim and have fun in this beautiful outdoor space. Sleeping Arrangements (Sleeps 9) Primary Bedroom: King, Ensuite with Walk-in Shower Second Bedroom: King, Ensuite with Walk-in Shower Third bedroom: Full over Full Bunk Beds No pets allowed This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. -This property has an active Ring doorbell and additional video surveillance on the pool equipment only. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • 3-minute walk from the beach • 2-minute walk from Siesta Key Village • Private Pool • Professional Linen Program

3 3 9
BOOK NOW

House

Blue Paradise

Blue Paradise

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Blue Paradise by Siesta Key Luxury Rental Properties 5234 Avenida Navarra Siesta Key Welcome to Blue Paradise, a stunning coastal home located ½ block from Siesta Key Beach and across the street from Siesta Key Village, with modern amenities galore to delight guests during their dream vacation. The resort-style backyard features a private pool, a covered patio for making memories and sun shelf to bask in the sun, and a putting green to keep you on your game. Enjoy refreshments on the rooftop deck with some of the best views of Siesta Key Beach, the Gulf of Mexico, Siesta Key Village, Lido Key, and Downtown Sarasota. Blue Paradise is a three-level coastal beauty with six bedrooms and six and a half baths that sleeps eighteen guests in deluxe accommodations. Relax and connect in the inviting living room where guests can watch movies, unwind, and enjoy the lovely modern coastal décor and natural sunlight. Open the sliding doors to the second-level balcony to enjoy morning coffee and ocean breezes. The contemporary kitchen has stainless steel appliances and generous counter space for preparing meals and refreshments. The island conveniently seats five for breakfast and casuals snacking. The stylish banquette table seats ten and is perfect for fresh meals, take-out, or board games. The third level features an additional living room with a television and coffee/wet bar. The primary bedroom is a delightful space for recharging, with spa hues, an ensuite bathroom with a walk-in shower, a generous closet for your island fashions, and balcony access for solitude. The second, third, fourth, and fifth bedrooms are also coastal oases with plenty of closet space for storage, ensuite bathrooms with walk-in showers, and balcony access. The sixth bedroom is a haven for young guests with plenty of space for entertainment and an ensuite bathroom with a shower/tub combination. The backyard is an entertainer’s dream. The stunning pool heated saltwater pool features a waterfall, ceiling-mounted rain curtain, sun shelf, and oversized hot tub, landscaped with lush tropical flora. Under the covered patio space, your guests will enjoy drinks from the bar and drink station with a built-in cooler that seats five, watch one of two large flatscreen TVs, dine or play cards at the table that seats eight, or relax and converse on the oversized sectional. The 3-hole putting green offers a challenge to guests of all ages. Hold a ping-pong tournament in the attached garage, where you also find the beach chairs, cart, and cooler to make your beach trip like a local. Enjoy boutiques, coffee shops, fresh ice cream, and restaurants at Siesta Key Village, or take the free island trolley and explore. Whatever your vacation dreams, Blue Paradise delivers the features that island living a breeze. Sleeping arrangements (Sleeps 18) Primary Bedroom, Second Floor: King, Ensuite bathroom with walk-in shower Second Bedroom, Second Floor: King, Ensuite bathroom with walk-in shower Third Bedroom, Third Floor: King, Ensuite bathroom with walk-in shower Fourth Bedroom, Third Floor: King, Ensuite bathroom with walk-in shower Fifth Bedroom, Third Floor: King, Ensuite bathroom with walk-in shower Sixth Bedroom, Third Floor: Two full over full bunk beds, ensuite bathroom with shower/tub combination No Pets Allowed This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry, and one of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • 2-minute walk from the beach • 3-minute walk from Siesta Key Village • Private Pool and Hot Tub • Putting Green • Roof Top Deck • Professional Linen Program

6 6.5 18
BOOK NOW

House

Casa Siesta

Casa Siesta

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Casa Siesta by Siesta Key Luxury Rental Properties 95 Columbus Blvd Siesta Key Welcome to Casa Siesta, a newly remodeled Mission-styled home just two houses away from the white sands of Siesta Key Beach and a block away from Siesta Key Village, whose amenities and location will make your vacation dreams come true. Upon entering the front gate, you are your guests will be welcomed into an elegantly appointed escape that features tropical outdoor landscaping leading to the home’s grand entryway to the fabulous spacious room. Relax in your private pool and spa before you enjoy refreshments on the rooftop deck. Casa Siesta is a two-level home with three bedrooms and three bathrooms that sleeps eight guests in contemporary comfort. This home’s many updates and modern touches are perfect for entertaining and relaxing. The great inviting room features an oversized sofa and love seat where guests can gather to relax, watch a movie, or catch up on one another’s island adventures. This spacious and airy room is open to the second floor, where a wrap-around walkway forms an interior balcony reminiscent of the Spanish era. An intimate living room upstairs features a day bed, an oversized chair, and a small desk for reading or writing. The fully equipped chef’s kitchen features updated stainless steel appliances, plentiful counter space, and a center island to make meal and snack preparation a breeze. Enjoy meals at the dining room table that seats six or outdoors on the covered patio’s table for four. The primary bedroom is your private retreat with relaxing spa-style décor and generous space to unwind. It features a walk-in closet for all your island wear and storage, an ensuite bathroom with a walk-in shower, and double vanity for luxurious comfort. Read a book or sip coffee on your private balcony. The second bedroom features lovely coastal furnishings, plenty of closet space, and an ensuite bathroom with a walk-in shower. This room opens to a private balcony with a spiral staircase leading to the rooftop deck. Finally, the third bedroom has a charming picture window with a sitting ledge and an ensuite bathroom with a walk-in shower sure to please your guests. Spacious rooftop deck! Relax in the lounge chairs and Adirondack chairs, and even spread-out beach blankets on the artificial turf carpet. The private swimming pool and spa offers are great for a refreshing dip after a day of exploring the island. Relax on the poolside loungers or grill a fresh catch on the patio. Enjoy the unique boutiques and restaurants just a block away at Siesta Key Village or take the trolley or rented bicycles and explore the island. Let Casa Siesta be your breathtaking home base for a memorable island getaway. Accommodations (Sleeps 8) Primary Bedroom, Second Floor – King, Ensuite with walk-in shower Second Bedroom, Second Floor - King, Ensuite with walk-in shower Third Bedroom, First Floor – Queen, Ensuite bathroom with walk-in shower Living Room, Second Floor, Twin w/ Trundle **There is construction located near this property. Tentative completion date is August of 2023** No Pets Allowed -This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry. One of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • 1-minute walk from the beach • 3-minute walk from Siesta Key Village • Private Pool and Spa • Roof Top Deck • Professional Linen Program

3 3 8
BOOK NOW

Townhouse

Dry Dock

Dry Dock

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Dry Dock by Siesta Key Luxury Rental 515 Canal B Siesta Key Welcome to Dry Dock, a desirable canal-front townhouse with a shared dock only a block from the white sands of Siesta Key Beach. Your guests will love boating, kayaking, paddle boarding, and fishing from the backyard in modern coastal comfort. The elevator makes move-in a breeze. Enjoy refreshments and watch a stunning sunset over the Gulf on the rooftop deck before relaxing in the private pool and hot tub. Restaurants, boutiques, coffee shops, and ice cream are three blocks away at Siesta Key Village. Because you are centrally located near all the major island attractions in a home with such desirable amenities, hosting a fantastic stay will be a breeze. Dry Dock has two levels of living space over the garage, easily accessed with the elevator. It accommodates up to eighteen guests with six bedrooms and six and a half baths for eighteen guests. The living room features an oversized sectional for guests to gather and connect over a conversation, a movie, or relax after a day of island adventures. It also provides access to the second-level balcony, where guests can sit at the bistro table and read or sip coffee while overlooking the canal. The kitchen offers generous counter space for preparing delicious island meals and snacks in an updated, fully equipped kitchen with stainless steel appliances that will delight your family chef. The kitchen island seats six for quick snacks and breakfasts. The adjacent banquette-style dining table seats 12 comfortably for your guests to enjoy home-cooked meals, take-out, or board games. The seating co-location allows all eighteen guests to dine together in a shared space. The primary bedroom offers peace and relaxation with spa hues, featuring generous closet space and an ensuite bathroom with a shower/tub combination. Guests in the second bedroom will enjoy relaxing on their private balcony after freshening up in the ensuite bathroom. The third and fourth bedrooms each have ensuite bathrooms with walk-in showers and share access to a balcony overlooking the canal, which has access to the rooftop deck. The fifth bedroom’s nautical hues will delight younger guests. It has an ensuite bathroom, a shower/tub combination, and a closet for storage. Finally, the sixth bedroom is excellent for teens or singles to relax and unwind, and it has a convenient ensuite bathroom with a shower/tub combination. This fantastic offering has a little something for everyone. Host refreshments and enjoy endless ocean views from the rooftop deck. The covered patio has an outdoor bar with seating for five, a conversational seating area where guests can watch a movie on the outdoor TV, and ping-pong for the more competitive friends. Cool off, relax in the backyard pool and hot tub, and rest in the surrounding lounge chairs while watching boats and wildlife on the canal. A paddleboard and kayak are included with the rental, just sign the waiver, and you are ready to explore. To double your party, consider renting the unit next door that shares a common wall and has a mirrored layout. Sleeping Arrangement (Sleeps 18) Primary Bedroom, Second Level – King Bed, ensuite bathroom with shower/tub combination Second Bedroom, Third Level – King Bed, ensuite bathroom with walk-in shower, private balcony Third Bedroom, Third Level – King Bed, bathroom with walk-in shower, shared balcony Fourth Bedroom, Third Level – King Bed, ensuite bathroom with walk-in shower, shared balcony Fifth Bedroom, Third Level – Two Sets of Twin Bunk Beds, ensuite w bathroom with shower/tub combination Sixth Bedroom, Second Level – Full over Full Bunk Beds, ensuite w/ bathroom with shower/tub combination Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved before arrival. We cannot accept cats. *Please note that an additional non-refundable pet fee will be charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for complete details. -This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry. One of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • Canal Front Home with Dock Access • 2-minute walk from the beach • Private Pool and Hot Tub • Pet Friendly • Ping Pong Table • Elevator • Professional Linen Program

6 6.5 18
BOOK NOW

Duplex

Fins Up

Fins Up

Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Fins Up by Siesta Key Luxury Rental Properties 110 Avenida Veneccia Unit 179 Siesta Key Welcome to Fins Up, located a two-minute walk from the gorgeous white sands of Siesta Key Beach and the fantastic shops and restaurants of Siesta Key Village. This central location is the perfect place to host guests who love island living. Make this your home base for exploring Siesta Key’s beautiful beaches and sites on foot, bike, or the free island trolley for a vacation to remember. Fins Up is a delightful second-level property in a duplex that has three bedrooms and two bathrooms and is equipped to accommodate ten guests. Guests will enjoy relaxing and connecting in the living room, where they can watch a movie or play games. The updated and fully equipped kitchen features stainless steel appliances and a generous peninsula that provides ample space for meal and snack preparation and seating for six. The open floor plan creates an easy flow for guests to move between rooms and provides the perfect space for conversation and interaction. Relax and retreat in the primary bedrooms, whose cheerful blue and yellow colors will elevate your mood. The ensuite bath features a walk-in shower for refreshing after a swim. The second bedroom’s seafoam hues keep the island feel ongoing. The third bedroom features coral themes and is perfect for younger guests and singles. It also has a peaking view of the Gulf. Each room has a television for entertaining guests while they recharge. European clothing racks are provided throughout. The living room queen sleeper sofa offers additional options for your party. Grab beach towels from the front window ledge, and you are ready for a day of sun and fun in the tranquil Gulf waters. Refresh towels and vacation attire in the unit’s washer and dryer so you can start your day off right. Your family chef will love cooking island favorites in the kitchen or on the outdoor grill by the Tiki Cabana. This unique upstairs Duplex unit is a modern take on a Siesta Key beach bungalow and will make hosting an island getaway a breeze. Sleeping Arrangements: Primary Bedroom: King Bed, Ensuite bathroom with walk-in shower Second Bedroom: King Bed Third Bedroom: 2 Full Beds Living Room: Queen Sleeper Sofa Siesta Key Luxury Rental Properties Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved before arrival. We cannot accept cats. *Please note that an additional non-refundable pet fee will be charged upon approval by Siesta Key Luxury Rental Properties.* Weight limit of 50 lbs max total for 1 or 2 dogs combined. No dangerous breeds are allowed. Please see our Siesta Key Luxury Rental Properties Rental Policies for complete details. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. If you have any questions concerning our home, rates, amenities, policies, or anything else, please send us an inquiry. One of our professional reservationists and property managers would be happy to help answer your questions. You are a couple of clicks away from paradise, and we look forward to seeing you soon. At A Glance • 2-minute walk from the beach • 2-minute walk from Siesta Key Village • Washer and Dryer • Professional Linen Program

3 2 10
BOOK NOW

House

High Tide (SKLRP)

High Tide (SKLRP)

At A Glance • 2-minute walk from the Beach • Heated Private Pool, Spa, and Waterslide • Poker Table • Roof Top Deck • Part of our Professional Linen Program • Pet Friendly Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! High Tide by Siesta Key Luxury Rental Properties 141 Avenida Veneccia Siesta Key Welcome to High Tide, a brand-new home just a two-minute walk from the beach! The private backyard oasis has a stunning pool, an inviting spa, and a waterslide! Relax by the pool on one of the lounge chairs as you sip your favorite island drink, or head up to the rooftop deck and view the incredible sunset. Then, unleash you and your guest's competitive side while playing a game of ping pong under the covered patio, and the adults can retreat inside for a game of poker. This spectacular three-level home is located less than one block from Siesta Key Beach, a beautiful beach where the sand shimmers and the water is always warm. Also located just two minutes from Siesta Key Village, you will find locally owned boutiques, delicious restaurants, ice cream, coffee, and local entertainment! High Tide is a lovely six-bedroom, six-and-a-half-bathroom vacation rental home that sleeps up to eighteen guests! On the main level is the living room with cozy couches that make afternoon naps easy and a large tv perfect for a movie night with all your guests. The spacious, fully equipped kitchen has beautiful tropical details, stainless steel appliances, cabinets galore to hold all your vacation eatable goodies, and ample counter space for meal preparation. The kitchen island has bar top seating for six guests to eat a quick snack or entertain the cook. Delight in a more formal meal at the dining room table that seats nine guests or step out onto the deck to the outdoor dining table to feel a light island breeze as you enjoy your meal and connect with guests. In the late evenings, grab your favorite drink and relax on the rooftop deck as you watch the sunset and, in the morning, sip your morning coffee and take in the breathtaking sunrise. Wherever you are in this house, you will have a great time. The primary bedroom will have you feeling relaxed in no time with its beautiful coastal hues and has a private deck where you can sit back in the rocking chair and listen to the island breeze. The primary bathroom has two spacious vanities with a walk-in shower. The second bedroom has balcony access, a tv for midday relaxation, and the ensuite bathroom has double vanities and a walk-in shower. The third bedroom offers a fun tropical atmosphere and has an ensuite bathroom with a walk-in shower. The fourth bedroom is great for larger groups to have their own space and has a walk-in closet with a shower and tub combination. The fifth bedroom is bright and airy, with an ensuite bathroom with a luxurious walk-in shower. Lastly, the sixth bedroom is fun with natural sunlight, has access to the balcony, and has an ensuite bathroom with a modern walk-in shower. This home has amenities for everyone of all ages. A stunning heated pool, spa, and exhilarating slide into the pool. An excellent island bar for making delicious drinks, a grill for cooking delicious meals, and a great sitting area with a tv. A ping pong table and a poker table upstairs in the game room with a wet bar, wine fridge, and a mini fridge! This spectacular home has ample access to the balconies and rooftop deck, which is the ideal place for sipping your morning coffee and evening drinks while gazing at the skyline. Explore the island and enjoy boutiques, coffee shops, fresh ice cream, and restaurants at Siesta Key Village. Soak in the beautiful waters at Siesta Key Beach and investigate a private boat charter for local insight on the best things to see. Make the perfect vacation happen at High Tides. -Professional Linen Program: We ensure high-quality linens and towels are professionally laundered at a commercial facility for every guest. Mid Stay Cleans, and Linen Exchange is available for an additional cost. PARKING: 4 Cars in the Driveway MAX. Do Not Block Sidewalk - Strictly enforced by Sarasota County.

6 6.5 18
BOOK NOW

    Skip to content