House - Rating 4.9 (16)

Island Hopping


Bedroom 5 bedrooms
Bathroom 4 baths
Guests 10 guests
Pets Allowed Pets Allowed

  • Address: 136 Coolidge Dr
  • Location: Lido Key
  • Type: House

Location Location

Description Description
Island Hopping by Lido Key Vacations
Minimum stay duration of 7 days/nights
#VR23-00009

Island Hopping by Lido Key Vacations is a one of a kind coastal retreat featuring two separate cottages and a private pool, just a 3-minute walk to Lido Key Beach. Recently remodeled with a chic beach design, this five bedroom, four bath property is ideal for families or groups traveling together who want both shared spaces and added privacy. Located near Ted Sperling Nature Park and just minutes from St. Armands Circle, Island Hopping delivers the perfect blend of beach access, comfort, and convenience for a memorable Lido Key vacation.

Highlights
• 3-minute walk to Lido Key Beach
• 5 Bedrooms + Bonus Room / 4 bathrooms
• 5 king beds, 1 twin over twin bunk bed
• Two separate cottages on one property
• Private pool with sun loungers
• Outdoor dining area with BBQ grill
• Beach chairs and beach wagon provided
• Dog friendly with approval and additional fee
• Washer and dryer
• Parking for up to 4 vehicles
• 2-minute bike ride to Ted Sperling Nature Park and kayak launch
• 3-minute drive to St. Armands Circle

Island Hopping’s private pool area creates a relaxing island atmosphere, perfect for cooling off after a beach day or unwinding in the sun loungers. The outdoor dining area invites casual group meals and evening conversations, while the two cottage layout allows guests to enjoy time together without sacrificing personal space. This setup is especially ideal for multi-family vacations or groups looking for flexibility and comfort.

The main cottage offers a spacious living area with comfortable seating, ideal for movie nights or relaxing after a day by the Gulf. A fully equipped kitchen makes meal preparation easy, and the dining area is perfect for family dinners, game nights, or shared breakfasts before heading to the beach. The second cottage includes its own cozy living space with a sofa and island seating, creating a welcoming spot for morning coffee or light snacks. This cottage also features a kitchenette equipped with a small refrigerator, dishwasher, toaster, and coffee maker, adding extra convenience for guests staying in this space.

Island Hopping provides thoughtfully arranged sleeping accommodations across both cottages to ensure restful nights and privacy. In the main cottage, the primary bedroom features a king bed and a private ensuite bathroom with a walk-in shower. The second bedroom also offers a king bed and its own ensuite bathroom with a walk-in shower, making this cottage ideal for couples or adult guests. The second cottage includes three additional bedrooms, each with a king bed. One of these bedrooms features an ensuite bathroom with a walk-in shower. Additionally, the first cottage includes a separate bunk room located at the back of the cottage near the back door, featuring a twin-over-twin bunk bed that is perfect for children.

Room Details
• Primary Bedroom (Main Cottage): King bed, ensuite bathroom with walk-in shower
• Second Bedroom (Main Cottage): King bed, ensuite bathroom with walk-in shower
• Third Bedroom (Second Cottage): King bed, ensuite bathroom with walk-in shower
• Fourth Bedroom (Second Cottage): King bed
• Fifth Bedroom (Second Cottage), King bed
• Bonus Sleeping Area (Second Cottage): Twin over twin bunk bed

Island Hopping is ideally positioned for enjoying all that Lido Key and Sarasota have to offer. Spend your days relaxing on the beach, exploring Ted Sperling Nature Park by kayak, or shopping and dining at St. Armands Circle. Sarasota’s arts, theater scene, and waterfront attractions are just a short drive away, offering endless options for adventure and relaxation.

Experience the best of beachside living at Island Hopping by Lido Key Vacations, where a private pool, two-cottage layout, and unbeatable proximity to Lido Key Beach create the perfect setting for your next coastal escape. Book your stay today and enjoy a relaxed getaway near the heart of Sarasota!

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With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Lido Key Vacations Rental Policies for full details.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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.

In accordance with the City of Sarasota's Rental Ordinance, this property requires a minimum rental period of 7 nights. The maximum occupancy for this home is 12 adults; however, children under 6 years of age are not included in the City’s occupancy limit. Lido Key Vacations enforces a total occupancy limit of 10 persons, including both adults and children under 6. Should you have any questions regarding the City’s occupancy restrictions, alternative homes without such restrictions, or details about our rates, amenities, or policies, please feel free to reach out.

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Swipe Swipe for Availability

Bedding Bedding
User User
Bedroom 1
Sleeps: 2
1 King

Attached Bathroom

User User
Bedroom 2
Sleeps: 2
1 King

Attached Bathroom

User User
Bedroom 3
Sleeps: 2
1 King

Attached Bathroom

User User
Bedroom 4
Sleeps: 2
1 King

User User
Bedroom 5
Sleeps: 2
1 King


Amenities 67 Amenities
  • Gas BBQ Grill
Essentials
  • Air Conditioning
  • Beach Chairs Provided
  • Beach Towels Included
  • Bed Linens
  • Dryer
  • Free Wifi
  • Ground Floor Property
  • Hair Dryer
  • Heating
  • Hospital Close By
  • Hot Water
  • Iron and Ironing Board
  • Long Term Stays Allowed
  • Pets Allowed
  • Private Entrance
  • Required Stairs
  • Towels
  • Washer
  • Wifi
Exterior
  • BBQ Area
  • Covered Deck
  • Fenced Yard
  • Heated Pool
  • Outdoor Dining Area
  • Outdoor Seating
  • Patio
  • Private Pool
  • Sun Loungers
Fun and Entertainment
  • Cornhole
  • Games
  • Smart TV
  • TV
Highlight
  • Virtual Tour
Home Safety
  • Carbon Monoxide Detector
  • Contactless Check-In
  • Fire Extinguisher
  • Keyless Lock
  • Smoke Detector
Interior
  • Bathtub
  • Ceiling Fans
  • Clothes Hangers
  • Clothing Storage
  • Dedicated Workspace
  • Full Kitchen
  • Kitchenette
  • Living Room
Kitchen
  • Baking Sheet
  • BBQ Utensils
  • Blender
  • Coffee Maker
  • Dining table
  • Dishes and Utensils
  • Dishwasher
  • Hot Water Kettle
  • Microwave
  • Oven
  • Pots and Pans
  • Refrigerator
  • Stove
  • Toaster
  • Wine Glasses
Location
  • Beach Access Nearby
  • Less than a 5-minute walk to the beach
  • Near St. Armands Circle
  • Residential Street
Parking
  • Four (4) Parking Spaces

Reviews Rating 4.9 (16) Reviews
Rating 4
This was a perfect place to stay for our family of four adults, three kids, and one infant. My sister's house was a five minute walk and the beach was a three minute walk. The house was just as described and was in great shape.
There were a couple of issues that left me disappointed, however. In my room, the shower in the bathroom did not have a shelf or soap dish where we could put our shower items. Also, there were no towel racks or hooks where we could hang our towels. The host, which is just a property manager, contacted me the first day we were there and asked how things were going. I told them about this issue and their reply implied the issue would be taken care of. It wasn't. Also, we had ten people for a week. Coffee filters are not provided. We got only two dishwashing tablets, two washing machine pods, two extra trash bags, and one extra roll of toilet paper per bathroom. This was certainly not enough, so we had to purchase more. Why not just provide enough for the week?
Michael - Posted: 5/28/2026
Rating 5
Location is near the beach. Easy walk to Lido beach and St Armond circle. Beds are comfortable and all kings (except bunk beds). Pool is big enough for kids to enjoy. We really enjoyed the stay.
Paul - Posted: 4/24/2026
We’re so glad you enjoyed your stay at Island Hopping by Lido Key Vacations, Paul. Being able to easily walk to both Lido Beach and St. Armands Circle really makes for a relaxed, easygoing getaway. It’s wonderful to hear the comfortable beds and pool were a hit with your group especially for the kids. Sounds like the home was a great fit for making some fun island memories. We’d love to welcome you back for another peaceful stay anytime.
Prime Vacations staff
Rating 5
Perfect place for our family reunion! Very walkable to the beach and Saint Amands circle. Place was clean and very well equipped. We hope that we can return next year! We are a group of eight, Three sisters, two brothers and three spouses. Place offers room to spread out. Highly recommend!
Susan - Posted: 2/14/2026
What a special reunion Susan—three sisters, two brothers, and spouses all together at Island Hopping sounds like the perfect island gathering! We’re so glad the home gave everyone plenty of space to spread out and that the easy walk to the beach and St. Armands Circle made the stay even better. All of us at Siesta Key Luxury Rental Properties truly appreciate your kind words. We’d be honored to welcome your family back next year for another unforgettable getaway!
Prime Vacations staff
Rating 5
The place was really great for 5 kids and 4 adults. Walking down the street to the beach was such a nice treat! The pool was refreshing when the gulf water was hot, and we thoroughly enjoyed our stay. Extremely clean and well appointed with everything you need and then some. The special touches of having bathroom toiletries and kitchen items like a sponge and dish soap, laundry soap, etc made it even better! Thank you so much!
Michele - Posted: 8/7/2025
Thank you so much for the wonderful review, Michele! We are thrilled to hear that your group of 5 kids and 4 adults had such an enjoyable stay with us at our home, plus our island. It was our pleasure to host you and your family, and we look forward to welcoming you back in the future!
Prime Vacations staff
Rating 5
Great Location in Lido
We were two families of 4 with 4 adults and 4 teenagers. The facilities were perfect for our vacation - super close to Lido Beach, within walking distance to St. Armands and with two 2-bedroom cottages so it was like the teenagers had their own place. The place had a pool (which can be cooled - I wish we knew that earlier given the extreme temps in Sarasota). The facilities were clean and the property management were extremely responsive to any concerns or requests. I highly recommend.
David - Posted: 8/3/2025
Hi, David, thank you for the positive review. We are glad to hear that our home was perfect for your vacation, with the close proximity to the beach and the ability to accommodate your large group comfortably. The pool sounds like a great amenity, and it's good to know that our team at Lido Key Vacations were responsive to your needs. We appreciate you taking the time to share your experience and look forward to welcoming back again! Thank you, Lido Key Vacations
Prime Vacations staff
Rating 5
We had a code issue when trying to check in, they were very helpful and sent someone out also.
Suzannah - Posted: 7/19/2025
We’re so glad you enjoyed your stay and appreciate you mentioning the check-in issue. We’re happy our team was able to assist quickly and get everything resolved. Your experience is important to us, and we’re always here to help make your stay as smooth and enjoyable as possible. We hope to welcome you back again soon!
Prime Vacations staff
Rating 5
Can't be beat!
We had a fabulous time. The property was clean and the management super-responsive. Publix delivered out grocery order early, before check-in time, and their cleaners were happy to put it all in the fridge for us!The location absolutely cannot be beaten. 1 block from the beach and great snack shack (and bar) there, easy 10 minute walk to St. Armand's. The set-up with teo separate houses was perfect for our party with the adults staying in the back house and he 3 kids in the front, each with their own room. The pool was great and, unlike almost every other rental in the Sarasota area, was heated at no extra charge.Overall, 5 stars. Not fancy, not necessarily luxurious, but comfortable and complete. And for the price - lowest available by far! - it is perfection. We were worried about what we might find, wondering why it was "so cheap," but could not come up with anything after spending a week. Highly recommended and would absolutely go back.
David - Posted: 3/6/2025
Thank you so much for the wonderful review! We are thrilled to hear that you and your party had such a fantastic time at our property. Your feedback about the cleanliness, responsive management, and convenient location is greatly appreciated. We're glad the set-up with the two separate houses worked well for your group, and that the heated pool was an added bonus. We strive to provide a comfortable and complete experience, and it's wonderful to know that we succeeded in your case. Thank you for the high recommendation, and we look forward to welcoming you back in the future.
Prime Vacations staff
Rating 5
Fabulous rental! Near the beach, walkable to restaurants / stores. Perfect beach oasis.
Alexandra - Posted: 2/15/2025
Thank you for the wonderful review! We're delighted to hear that you enjoyed your stay and found the location and amenities to be ideal for your beach getaway. Your positive feedback is greatly appreciated and we look forward to welcoming you back in the future.
Prime Vacations staff
Rating 5
Recomendada.
Everything is excellent. We would like to repeat.
Irina F. - Posted: 7/8/2024
It warms our hearts to hear that everything was excellent for you. We would be more than happy to have you back for another wonderful stay, Irina! 🏡❤️
Prime Vacations staff
Rating 5
Great location, good for two families traveling together.
Halyna - Posted: 5/18/2024
Thank you for your review, Halyna. We'd love to host you again on your next trip!
Prime Vacations staff
Rating 5
A quirky place. Like a main house and a pool house. Actually 5 bedrooms total, with a bunk bed in a public space, but out of living space. 4 full bathrooms. Would have liked a kitchenette sink in the front, pool house, but overall a great place to stay. Could easily accommodate 10 adults and 2 kids.
Would definitely stay again
Elizabeth - Posted: 4/13/2024
Elizabeth, thank you for sharing your experience! We're delighted to hear that you enjoyed your stay. It's fantastic to know that the five bedrooms and four full bathrooms comfortably accommodated your group, and we're glad you found the space suitable for your needs.
We appreciate your feedback regarding the kitchenette sink and will consider it for future improvements. We're thrilled that you had a great stay overall and that you would choose to stay with us again. We look forward to welcoming you back for another wonderful stay in the future!
Prime Vacations staff
Rating 5
Family vacation
Great location and perfect place for all of us. Had privacy and yet plenty of living area to be together.
Andrea M. - Posted: 12/11/2023
Andrea, we're thrilled to hear that our property's location and layout suited your needs perfectly. If you ever decide to visit the area again, we'd be more than happy to host you.
Prime Vacations staff
Rating 5
This was a fantastic place to stay for our family! My kids especially loved the pool. When we arrived, the pool heater was not working. They sent someone out right away, and had a brand new pool heater in by the next day. The home was clean, spacious and comfortable and I felt we had good privacy. The beach is beautiful and is only a few minutes walk. They had everything we needed to take to the beach. I really enjoyed being walking distance to St Armands as well. There are so many shops and restaurants to check out. My only complaint is that they were a little short on supplies, such as trash bags and paper towels. Not a big deal. I would definitely stay here again!
Hunter - Posted: 11/13/2023
Thank you for taking the time to share your experience, Hunter. We are glad you and your family enjoyed the home and convenient location. You were terrific guests, and we hope to welcome you all back soon!
Prime Vacations staff
Rating 5
Beautiful location, short walk to the the beach and St. Armand’s Circle. Fully equipped, clean, and spacious.
Jessica - Posted: 10/8/2023
Thank you for taking the time to share your wonderful experience, Jessica. We are glad you enjoyed your stay and hope to welcome you back soon!
Prime Vacations staff
Rating 5
Awesome place by the beach!
This home was super cute and amazing! Clean, remodeled, and very cozy. We were less than a block away from Lido Key Beach and walked there every night for sunset. We all had comfortable mattresses and enjoyed having a kitchen for our use, even though we mostly walked over to the Circle and ate at some really fabulous restaurants. The pool is private and very enjoyable. We can't wait to come back. The management company was very responsive and friendly whenever we had a question, their customer service was on point. We've already shared this listing link with our friends and recommend you book it, too!
Carrie J. - Posted: 5/30/2023
Thank you for taking the time to share your wonderful experience with us, Carrie. We are glad you enjoyed your stay and hope to welcome you back soon!
Prime Vacations staff
Rating 5
We had some issues the first day and LKV accommodated us immediately. They are fantastic. I would definitely be staying with LKV again soon
Natisha - Posted: 5/15/2023
Thank you for taking the time to share your experience, Natisha. We are thrilled you enjoyed your stay and that our team was able to assist you. We look forward to welcoming you back again soon!
Prime Vacations staff
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