
Home rentals with a pool near Lido Key Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Lido Key Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach
Step into your WINTER Holiday with a Beach Vacation! Now booking Spring! Reserve your March & April dates! Picture this: a rooftop deck, just a 5min walk to the pristine sand of Lido Beach, and surrounded by the charm St Armand's Circle with boutiques, and eateries, all within walking distance. Forget the conventional - this condo's got a secret. Tucked behind an unassuming door lies a vibrant space, drawing inspiration from speakeasy culture fused w/ a beach vibe. Your adventure starts now

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt
Beach ready Apt!! Echo/white noise machine Beside Ringling College! 2 minutes from downtown Sarasota 7 mins - Airport Corner Apt Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb that's on a main road . 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

Oceanfront LBK: Open Friday Night!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Lido-Key- Tiny Studio Holiday Cottage-A
We are Open after Hurricane Helene! **No Kids allowed** Lido Key- 7-10 min walk to the beach & St Armands. Quaint main floor tiny (smaller than a hotel room) studio is in a Great location and an affordable way to enjoy this popular area. This cozy cottage features a Queen size bed, refrigerator, stove, microwave, coffee maker, washer & dryer, and fully stocked cooking items & dishes, Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

Downtown Apartment w/ Pool, Gym, & Coworking 329
This 2/2 apartment features an oversized kitchen with island, slider with views of Downtown. Primary has a king bed and en-suite bathroom. 2nd bedroom has a twin bed with twin trundle. Shared amenities include: gym; sunset deck; massive roof deck with heated pool; gazebo with big-screen TV, fireplace, wet bar, dog run and access to the adjacent Cowork office space building. Also on-site is a full service cafe.

Beautiful White Sand Siesta Key Beach
This studio has lots of space and is across from the pool and just a few short steps from the beautiful Siesta beach. Known for it powder sand white beach and tropical breeze. Average Temperature is 70. The two large pools are heated all year. This unit has one king mattress . There are shuffleboard courts an tennis court and is close to everything.

Cozy Lido Key Studio-Steps to Beach & Kayaking
Welcome to one of our beautiful properties. 24/7 Host Support - no AI messaging or hidden fees. Newly renovated. Relax & unwind at this unique & tranquil getaway, just a short walk to the stunning white sand beaches of Lido Beach. Enjoy coffee or drinks on your private outdoor patio with loungers. We have a private, heated pool for the complex.

Gillespie On The Park, Walk to Downtown
Contemporary Studio apartment with balcony above garage. Studio is half block from Gillespie Park with its public walking/jogging/biking paths, tennis courts, basketball court, and retention pond. Within walking distance to downtown and Rosemary District: restaurants, shops, movie theaters, cultural events, Whole Food Market, Starbucks etc.

St Armand's Mid-Century Oasis
Mid-century retreat in the heart of Lido Key! Stroll to pristine beaches or enjoy the vibrant shops & eateries of St. Armand's Circle just steps away! Recently renovated with authentic period details, this 3BR/3BA gem boasts a sparkling pool, sun-soaked rooftop deck and stylish office. VR2400013
Popular amenities for rentals with a pool near Lido Key Beach
House rentals with a pool

Breezy Harbor AMI pool retreat near the Beach

Beachfront Getaway in Siesta Key

New remodel- 150 Yds to Beach and Restaurants!

Summer House longboat key

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Sunshine House, close to Downtown

Beach Retreat•Renovated Pool Patio•Near Siesta Key

Spectacular Sunsets! 15 min Siesta Key!
Condo rentals with a pool

Steps from Lido Beach & St. Armands Circle

Cozy 1BR Beach Condo on Siesta Key!

Siesta Key Beach Gem—Pool | Private Beach | Fast W

Villa Maria: Minutes to Siesta Key!

On the Beach; Siesta Key SunBum Studio

A&A's Paradise near IMG & Anna Maria beaches

Seaside on Siesta Key Beach

Siesta Key Beach Front Condo
Other vacation rentals with a pool

Modern 1/1.5 Waterfront at The Strand

Siesta Key 2 miles! Pool, Steps to Dining, +Bikes!

Condo on Lido Beach-Sarasota

Luxe Oasis | Private Pool, In St Armands Circle!

Siesta Key Village, Pool, Beach Access 4-min Walk

Quaint Lido Key Studio

Waterfront Coastal Retreat | Steps from LBK Beach

Lido Key/St Armand's Retreat
Quick stats about rentals with a pool near Lido Key Beach

Total vacation rentals
Explore 170 vacation rentals in Lido Key Beach

Nightly prices starting at
Lido Key Beach vacation rentals start at G$14,626Â GYD per night before taxes and fees

Verified guest reviews
Over 3,740 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
170 of Lido Key Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lido Key Beach rentals

4.9 Average rating
Lido Key Beach stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Beachfront rentals Lido Key Beach
- Family-friendly rentals Lido Key Beach
- Beach house rentals Lido Key Beach
- Rentals with a washer and dryer Lido Key Beach
- House rentals Lido Key Beach
- Rentals with beach access Lido Key Beach
- Waterfront rentals Lido Key Beach
- Rentals with a patio Lido Key Beach
- Rentals with outdoor seating Lido Key Beach
- Boutique hotels Lido Key Beach
- Apartment rentals Lido Key Beach
- Rentals with a hot tub Lido Key Beach
- Rentals with a fireplace Lido Key Beach
- Pet-friendly rentals Lido Key Beach
- Condo rentals Lido Key Beach
- Villa rentals Lido Key Beach
- Rentals with pools Sarasota
- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Amalie Arena
- Cortez Beach
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Gulfport Beach Recreation Area
- Splash Harbour Water Park
- Myakka River State Park
- North Beach At Fort DeSoto Park
- The Don CeSar
- Lakewood National Golf Club




