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Lido Key Beach Vacation Rentals, Homes and Condos for Rent

Large selection of Vacation Homes, book your Lido Key Beach Vacation Rental here and save!

Many properties to choose from, including Monthly Rentals, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Sarasota Florida visit the perfect getaway.


We proudly partner with VRBO.com, one of the world's most trusted vacation rental platforms. As an official affiliate, every listing on our site connects you directly to verified owners through secure booking channels. Whether you're looking for a beachfront condo, a pet-friendly cottage, or a pool home near Disney, we make it easy to find the perfect place to stay in Florida.


Brand New, STEPS to Lido Beach, Waterslide, Heated pool, Spa

Lido Key Vacation Rental Star 5.0 Star Review

Shore Is Something by Lido Key Vacations
Home in Sarasota FL 34236
Vacation Rental License #VR22-00136
Minimum stay duration of 7 days/nights

At a Glance:
• Private Heated Pool with WATERSLIDE
• Spa
• Rooftop Deck
• Ping pong table
• Bikes included (inquire for more details)
• Huge Covered area for outside dining and relaxation
• Steps to famous St Armand's circle
• Dog friendly with host approval and additional $250 pet fee
• 2 washers and dryers included
• BBQ Grill
• Beach Towels, Chairs, Wagon and a Cooler i.......

10 Bedrooms - Sleeps 12
Vacation Rental Home in Lido Key



Backyard Oasis-Heated Pool/Spa w/ Waterslide. Rooftop-Gulf Views

Lido Key Vacation Rental Star 4.8 Star Review

Smooth Sailing by Lido Key Vacations
Home in Lido Key, FL 34236
Vacation Rental License
Minimum stay duration of 7 days/nights

Welcome to Smooth Sailing, a stunning six-bedroom, seven-and-a-half-bathroom coastal home, just a quick stroll to the gorgeous sands and tranquil waters at Lido Beach, featuring a tropical backyard oasis with a private pool with a waterslide and hot tub and a rooftop deck with beautiful Gulf views. With upscale shops and restaurants minutes away at St. Armands Circle, Smooth Sailing is perfectly located for you to indulge in lazy beach days and evening.......

6 Bedrooms - Sleeps 14
Vacation Rental Home in Lido Key



Heated Pool/Spa, Putting Green, Game Room. Walk/Bike to Everything

Lido Key Vacation Rental Star 4.9 Star Review

The Shore House by Lido Key Vacations
Sarasota FL 34236
Vacation Rental License #VR22-00033
Minimum stay duration of 7 days/nights

Highlights
• Less than a 5-minute walk to St. Armands Key
• Pet Friendly
• 4 bicycles are provided for guest use
• Putting green

Welcome to The Shore House, an incredible Lido Key vacation home with a private pool, hot tub, and game room. This spectacular rental includes seven bedrooms and four bathrooms with balconies on each floor with beautiful tropical views. Situated in the heart of St. Armand's exclusive neigh.......

7 Bedrooms - Sleeps 16
Vacation Rental Home in Lido Key



Reel Me In - Tropical Oasis

Lido Key Vacation Rental

Reel Me In by Lido Key Vacations 
Home in Sarasota, FL 34236 

Welcome to Reel Me In, a two-bedroom, two-bath vacation home with a sparkling turquoise pool. This beautiful single-level house is perfectly situated on a corner lot in one of the best neighborhoods on the Suncoast.

Highlights 
• Private Pool and Spacious Backyard 
• Less than a 5-minute walk from St. Armands Circle 
• Less than a 10-minute walk from Lido Key Beach  
• Less than 1-mile from South Lido Park
• Dog Friendly

The spacious and open layout features a seating a.......

2 Bedrooms - Sleeps 6
Vacation Rental Home in Lido Key



Peloton and Private Heated Pool, walk to St Armand's! Perfect for families!

Lido Key Vacation Rental Star 4.9 Star Review

301 Jackson Dr
Sarasota FL 34236
Vacation Rental License #VR22-00132
Minimum stay duration of 7 days/nights

Welcome to Blue Palm, a single-level vacation getaway on Lido Key with a private heated pool steps to the incredible shops and restaurants at St. Armand’s Circle and is just two blocks from the gorgeous Lido Beach! This four-bedroom, three-bath corner lot home offers outdoor living space and indoor comfort, giving you flexibility and convenience for a fantastic vacation.

Highlights
• Private pool
• Pet Friendly
• Steps to St Armand's Circle
â€.......

4 Bedrooms - Sleeps 10
Vacation Rental Home in Lido Key



New luxury home with oversized rooftop deck!

Lido Key Vacation Rental Star 4.9 Star Review

Just Lanai-ing Around by Lido Key Vacations
Sarasota FL 34236
Vacation Rental License #VR22-00103
Minimum stay duration of 7 days/nights

Featuring:
• Huge rooftop deck with unbeatable Gulf Views
• Bonus – 2nd rooftop deck
• Dog friendly with host approval and $250 pet fee
• Elevator to all floors
• Private heated pool and oversized spa
• Master bedroom on its own private split level
• Queen over queen bunk beds
• 0.5 mile from famous St Armand Circle
• Steps to Lido Beach
• Ping Pong Table
• BBQ Grill included
• Bea.......

6 Bedrooms - Sleeps 12
Vacation Rental Home in Lido Key



Rooftop Deck w/ Gulf Views, Steps to Beach, Private Heated Pool/Spa

Lido Key Vacation Rental Star 5.0 Star Review

Beach View by Lido Key Vacations
Sarasota FL 34236
Vacation Rental License #VR22-00034
Minimum stay duration of 7 days/nights


Featuring:
• Private Heated Pool and Spa
• Rooftop deck with unbeatable Gulf Views
• Games for the whole family! Foosball, ping-pong tables
• Steps to Lido Beach!
• 0.5 miles to famous St Armand's circle
• Dog friendly with host approval and additional $250 pet fee
• Den with wet bar
• Covered outdoor dining area
• BBQ grill included
• Elevator to all floors
• Fully Stocked Chef's Kitchen
• .......

7 Bedrooms - Sleeps 16
Vacation Rental Home in Lido Key



Putting green, Rooftop Deck AND Beach/Gulf Views with Private Heated Pool/Spa.

Lido Key Vacation Rental Star 4.7 Star Review

All Decked Out by Lido Key Vacations
Home in Lido Key, FL 34236
Vacation Rental License #VR22-00028
Minimum stay duration of 7 days/nights

The Best Homes, Location and Vacation Experience on Lido Key!

Welcome to All Decked Out, a stunning, perfectly located Lido Key vacation home with a sparkling pool featuring a 360-degree spillover spa, wood deck sun shelf, putting green, rooftop deck, and balconies with fantastic views just a block from Lido Key Beach. All seven bedrooms have ensuite bathrooms, providing privacy, luxury, and convenience in a perfect vacation getaway.......

7 Bedrooms - Sleeps 16
Vacation Rental Home in Lido Key



Great Location. Private Heated Pool/Spa. Pool Table. Pet-friendly

Lido Key Vacation Rental Star 4.7 Star Review

The Big Top by Lido Key Vacations
Sarasota FL 34236
Vacation Rental License #VR22-00043
Minimum stay duration of 7 days/nights

Featuring
• Private Heated Pool with Sun shelf
• Covered Spa (Enjoy in any weather!)
• Games for the whole family! Pool table/Foosball
• 4 bikes included
• Huge Covered area for outside dining and relaxation
• Steps to famous St Armand's circle
• Dog friendly with host approval and additional $250 pet fee
• Balconies
• Elevator to all floors
• Free WIFI, multiple HDTV's
• 2 car garage.......

6 Bedrooms - Sleeps 16
Vacation Rental Home in Lido Key



Private Resort Style Pool/Spa. Outdoor Kitchen. Perfect Location. Pet Friendly

Lido Key Vacation Rental Star 4.9 Star Review

328 Monroe Dr
Sarasota FL 34236
Vacation Rental License #VR22-00042
Minimum stay duration of 7 days/nights

Featuring
• Private heated pool and spa
• Pool bathroom
• Sunken, covered outdoor living area in the middle of the pool
• Dog friendly with host approval and additional $250 pet fee
• Steps to famous St Armand's circle
• 5 min walk to Lido Beach
• Games for the whole family! Ping-pong, foosball tables.
• 2 washers and dryers included
• 2 Ovens included
• BBQ grill included
• 4 bikes included
• Beach towels, chairs.......

8 Bedrooms - Sleeps 16
Vacation Rental Home in Lido Key



Adorable Cottage w/Pool + Spa, 2-min walk to Beach, perfect for Family Vacation!

Lido Key Vacation Rental Star 4.9 Star Review

Stone's Throw by Lido Key Vacations
Sarasota FL 34236
Vacation Rental License #VR22-00037
Minimum stay duration of 7 days/nights

Featuring:
• Private HEATED pool and spa
• Dog friendly with host approval and additional $250 pet fee
• 2min walk to Lido Beach
• 0.5 miles to famous St Armand's circle
• Free WIFI, HDTV's
• Screened-in patio
• BBQ grill included
• 4 Bikes included
• Beach towels, chairs and wagon included - inquire for more info


This Cute Lido Key Cottage features 3 Bedrooms and 2 Bathrooms, a fully s.......

3 Bedrooms - Sleeps 8
Vacation Rental Home in Lido Key



Brand NEW Home with WATERSLIDE, Heated Pool, Spa, Rooftop, Steps to Beach!

Lido Key Vacation Rental Star 5.0 Star Review

Sea The Light by Lido Key Vacations
Home in Sarasota, Florida
Vacation Rental License #VR22-00131
Minimum stay duration of 7 days/nights

Highlights
• Rooftop deck
• Private hot tub and pool with waterslide
• Less than a five-minute walk to the beach
• 4 bicycles are provided for guest use
• Elevator

Welcome to Sea The Light, a stunning Lido Key vacation home with a rooftop deck with Gulf of Mexico views, a private pool with a waterslide, and a block away from Lido Key Beach! This rental has seven bedrooms, each with an ensuite bathroom an.......

7 Bedrooms - Sleeps 12
Vacation Rental Home in Lido Key



New construction home with heated pool and spa steps from the beach

Lido Key Vacation Rental Star 5.0 Star Review

Beach Fanta Sea by Lido Key Vacations
Sarasota FL 34236
Vacation Rental License #VR22-00025
Minimum stay duration of 7 days/nights

Welcome to Beach Fanta Sea, a great beach vacation rental with a stunning rooftop deck and a generously sized backyard with a hot tub and pool with swim-up seating great for enjoying the Florida sunshine. This custom home features nine bathrooms and eight bathrooms a block away from the white sandy beaches of Lido Key!

Highlights
• Rooftop deck
• Private pool and hot tub
• Less than a 5-minute walk to the beach
• Do.......

9 Bedrooms - Sleeps 12
Vacation Rental Home in Lido Key



Renovated Home One Block to Beach and Around Corner from St. Armand's Circle!

Lido Key Vacation Rental Star 1.7 Star Review

Lazy Days by Lido Key Vacations
Home in Sarasota, FL
Vacation Rental License #VR22-00020
Minimum stay duration of 7 days/nights

Newly remodeled charming beach house, one block from beach!

Highlights:
• Newly Remodeled
• Professionally decorated with top of the line furnishings
• One block to the beach, and around the corner from St. Armand's Circle
• Heated pool and hot tub
• 4 Flat screen TV’s
• Stainless steel appliances
• Beautiful 'wood' tile floors
• Granite counter tops
• Dog friendly with host approval and additional.......

3 Bedrooms - Sleeps 8
Vacation Rental Home in Lido Key



Welcome to Lucky in Lido

Lido Key Vacation Rental

Lucky in Lido by Lido Key Vacations
Home in Sarasota, Florida
Vacation Rental License #
Minimum stay duration of 7 days/nights

Highlights
• 2-minute walk to Lido Key Beach
• Brand new construction with rooftop deck
• Private pool with waterslide and hot tub
• Ping Pong table
• Pet friendly

Your dream luxury vacation awaits you at Lucky in Lido. This brand-new home features Gulf views from the rooftop deck and a superb backyard with a hot tub, a pool with a waterslide, and plenty of lounge space, providing an exceptional environment for guests o.......

8 Bedrooms - Sleeps 12
Vacation Rental Home in Lido Key



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