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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 108 of 445 properties



Condo

Gulf and Bay Club- C602

Gulf and Bay Club- C602

The view says it all!!! This unit is on the 6th floor with a direct view of the ocean from the kitchen, living room, dining room, and master bedroom. The other 2 guest bedrooms have a view of the Sarasota downtown skyline. This unit is completely updated with a new kitchen, new bathrooms, and new flooring throughout. The master offers a king-sized bed, large TV, walk-in closet, and walk-in shower. The second bedroom has a queen size murphy bed with built-ins on 3 walls. The 4th wall has 2 closets. The second bedroom is next to another full bathroom with a full tub/shower combo. For additional privacy, there is a door to close from the hall before walking into the bathroom, bedroom, pantry, and utility closet for what feels like a private suite. The last bedroom offers 2 twin sized beds, dressers, and a TV. The kitchen is completely loaded with everything needed and then some. The unit includes a pantry and a utility room with shelving and washer/dryer. There are beach towels, coolers, beach chairs, and floats for playtime, and books and puzzles for relaxing. Enjoy the #1 beach in the US at your own private beach with free chaise lounge chairs. This location has 2 large pools, a lake, several grills and picnic tables, saunas, club house, gym, tennis courts, shuffleboard, and a designated parking space. When you have company, there are lots of guest parking spots. Gulf and Bay is a gated community so you feel safe. Siesta Key has its free trolley that runs 7 days per week from 10:00 a.m. to 10:00 p.m. Down the street are several great restaurants and a small grocery store, and in the other direction is Siesta Key Village for restaurants, shops, bars, and much more. Go across the bridge into Sarasota for more dining and shopping, and by all means be sure to see St. Armand's Circle.

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Condo

Gulf and Bay Club- C710

Gulf and Bay Club- C710

Imagine waking up to this magnificent Gulf view! Stunning top (7th) floor condo with a full view of the Gulf of Mexico, Island lagoons, and just a few steps to the Siesta Key beach, the #1 beach in the U.S. As you enter this totally renovated condo, you will be impressed with the open kitchen, a gourmet's dream. Features of the kitchen, with its tray ceiling and special lighting effects, include the solid wood cabinets, some with glass inserts, pull-out shelves in the lower cabinets and pantry, and quartz counter tops. The spacious island has an exquisite granite counter top. The neutral rectangular tiles in the kitchen truly compliment the granite. In the living area, the open concept allows for a full view of the Gulf and beach. This split bedroom plan allows for everyone's privacy. The entire condo was renovated within the past two years. In addition to the kitchen, the bathrooms were updated with new tile floors, vanities, designer sinks, faucets, and shower tile. Other updated features include plumbing and electrical updates, hot water heater, electric hurricane shutters, newer AC, and plantation shutters. The Gulf & Bay Club, located just south of Siesta Key Beach, is one of the most sought-after beach-front properties on Siesta Key. Its amenities include three pools, tennis courts, racquetball, pickle ball, large fitness facility, on-site management, Clubhouse with library and kitchen facilities, and 24-hour gated and manned security, as well as other amenities. This is a must see!

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Condo

Gulf and Bay Club- D101

Gulf and Bay Club- D101

At unit D101 you can walk out the lanai door and just be steps away from a stroll around the grounds, the beach and the "C" pool. So convenient! An end unit makes for a brighter interior as you have the benefit of side windows in the kitchen and living room. Updated decor, flat panel TV's with Wi-Fi. Perfect place for your "R & R"! And not only 1 BUT 2 recliners in the living room for comfort.

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Condo

Gulf and Bay Club- D203

Gulf and Bay Club- D203

A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is waiting just outside your door with some of the most spectacular sunsets on the planet. Welcome to Gulf and Bay Club!

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Condo

Gulf and Bay Club- D209

Gulf and Bay Club- D209

Coastal Living at it’s best! Beautifully decorated condo was fully renovated in 2021 and features 2 bedrooms, 2 baths with 1445 square feet of living space. This 2nd floor unit has beautiful views of the gulf, as well as the lakes and beautiful manicured grounds. Crown moldings, recessed lighting, plantation shutters and custom cabinetry throughout. The master suite has a king bed, large screen TV, walk-in closet and master bath with double sinks, body shower and direct access to the lanai where you will enjoy your morning coffee. He split plan has the guest bedroom with 2 full beds, TV, large closet, full bath with tub in the hallway. Unit has a laundry room with a washer and dryer. Kitchen has new granite countertops, a breakfast bar, updated appliances including a microwave, Keurig, and everything you will need to cook and entertain. The dining room seats 6 and the living room has 2 couches (one with a queen sleeper) for plenty of seating. Large screen TV, blue-ray, and a beautiful view! Lanai has comfortable seating for relaxing in the Coastal Lifestyle. There is a desk area in kitchen for catching up on emails using the high-speed wireless internet. The Gulf and Bay Club, located just south of Siesta Key Beach, is one of the most sought-after properties on Siesta Key. Its amenities include 3 heated pools, tennis courts, racquetball, pickle ball, large fitness facility, grilling areas, on-site management, 24- hour gated and manned security, and the best sunsets on the key! The ultimate place to stay on Siesta Key!

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Condo

Midnight Cove II 111F

Midnight Cove II 111F

Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. Ride the Siesta Key Breeze Trolley it's FREE and find relief knowing you won't be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracoastal Waterway while also being within walking distance to the Gulf of Mexico. Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sun shade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops? If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7 night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! Maybe you want to stay forever and have found your happy place? Check out our website for a listing of units for purchase. We have an agent on site that can assist you in the purchase of one of our fabulous Vacation Condominiums. Tastefully updated 1st floor, 2 bed/2 bath Firethorn unit with modern furnishings and tile throughout. This unit has a wonderful view of the Intracoastal waterway from the screened lanai. "Large flat screen HD TV and washer/dryer in the unit are just a few of the features."

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Condo

Midnight Cove II 117F

Midnight Cove II 117F

Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. Ride the Siesta Key Breeze Trolley it's FREE and find relief knowing you won't be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracoastal waterway while also being within walking distance to the Gulf of Mexico. Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sun shade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops? If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7 night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! Maybe you want to stay forever and have found your happy place? Check out our website for a listing of units for purchase. We have an agent on site that can assist you in the purchase of one of our fabulous Vacation Condominiums. This beautifully updated 1st floor unit is located on the Intracoastal Waterway and has an amazing view of the water and the Stickney Point bridge. This 2 bedroom, 1.5 bathroom unit has tiled floors, a washer and dryer , walk in shower with an extended living area.

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Condo

Midnight Cove II 128F

Midnight Cove II 128F

Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. Ride the Siesta Key Breeze Trolley it's FREE and find relief knowing you won't be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracoastal waterway while also being within walking distance to the Gulf of Mexico. Nestled in the beautiful, well maintained lush tropical grounds of Midnight Cove II with its marina, our bright and clean 2nd floor apartment is just steps away from the No #1 Beach of the USA (Crescent Beach). Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sun shade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops? If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7 night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! Maybe you want to stay forever and have found your happy place? Check out our website for a listing of units for purchase. We have an agent on site that can assist you in the purchase of one of our fabulous Vacation Condominiums. Nestled in the beautiful, well maintained lush tropical grounds of Midnight Cove II with its marina, our bright and clean 2nd floor apartment is just steps away from the No #1 Beach of the USA (Crescent Beach). This unit only sleeps a maximum of 2 people.

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Condo

Midnight Cove II 134F

Midnight Cove II 134F

Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. Ride the Siesta Key Breeze Trolley it's FREE and find relief knowing you won't be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracoastal waterway while also being within walking distance to the Gulf of Mexico. Step up to this recently updated 3rd floor, 2 bed/1.5 bath Firethorn unit with lots of amenities! The open air balcony overlooks the Intracoastal Waterway where you can look for dolphins and manatees while enjoying the sun. Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sun shade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops? If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7 night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! Maybe you want to stay forever and have found your happy place? Check out our website for a listing of units for purchase. We have an agent on site that can assist you in the purchase of one of our fabulous Vacation Condominiums. Step up to this recently updated 3rd floor, 2 bed/1.5 bath Firethorn unit with lots of amenities! The open air balcony overlooks the Intracoastal Waterway where you can look for dolphins and manatees while enjoying the sun.

2 1.5 4
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Condo

Midnight Cove II 138F

Midnight Cove II 138F

Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. Ride the Siesta Key Breeze Trolley it's FREE and find relief knowing you won't be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracoastal waterway while also being within walking distance to the Gulf of Mexico. Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sun shade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops? If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7 night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! Located in one of the most desirable complex's on Siesta Key with an unbelievable 14 acres of meticulously maintained grounds in a tropical paradise. Steps away to your private gated access to the famous Siesta Key Crescent Beach! Newly Renovated Luxury Vacation Rental with access to the #1 Beach In The USA..Located on the intra-coastal waterway, the views are breathtaking from the 3rd floor.

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Condo

Midnight Cove II 210F

Midnight Cove II 210F

Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. Ride the Siesta Key Breeze Trolley it's FREE and find relief knowing you won't be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracoastal waterway while also being within walking distance to the Gulf of Mexico. Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sun shade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops? If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7 night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! Enjoy the glassed-in lanai all year in this cute 1st floor, 2 bed/1.5 bath unit. Just minutes to the pool or world famous beach and a great view of the South Bridge and Intracoastal Waterway.

2 1.5 4
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Condo

Midnight Cove II 211F

Midnight Cove II 211F

Welcome to Midnight Cove II and thanks for checking us out! We think we are quite spectacular if we must say so ourselves! Siesta Key and our local community are brimming with shopping, dining, art and culture. Ride the Siesta Key Breeze Trolley it's FREE and find relief knowing you won't be driving around the village searching for a parking spot. Take a stroll to the beach via our dedicated beach access and enjoy a little sand-in-your-toes experience. Our Bayside property provides views of the Intracoastal waterway while also being within walking distance to the Gulf of Mexico. Our property offers a heated swimming pool with a large pool deck complete with lounge chairs and seating with sun shade, 2 tennis courts with 1 of them having pickle ball lines, basketball court, club house, barbecue grilling area, a beautiful observation deck at the end of our property and even private docks available to rent for your boat. During season (February and March) we have popular events that include live music, Yoga classes and much more. We are located just minutes from beautiful downtown Sarasota, the world renowned Ringling Museum of Art, as well driving distance to such attractions as Walt Disney World and Busch Gardens Tampa Bay. Sarasota is a top vacation destination in Florida and Midnight Cove II offers the perfect location and setting to enjoy it. We truly are the perfect location for your getaway. World acclaimed Siesta Beach is made famous by its sugar-fine, quartz-white sand, not to mention the thriving Siesta Village. Visit us and you will see why Siesta Key should be on your bucket list. Siesta Key beach has been ranked the best beach in America. Ready to pack up that bathing suit and a pair of flip flops? If you're looking for a condominium rental, look no further! Our sprawling tropical oasis can accommodate a minimum 7 night rental to, well, forever if you like! So, welcome aboard and let us help you begin your accommodation planning! This 2 bedroom, 2 bathroom 1st floor unit has a great view of the Intracoastal Waterway and canal entryway and is just minutes to the pool and world famous Crescent Beach

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