
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.

The Honeymoon Suite on Siesta Key Beach
This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

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 .

Beachfront Escape – Private Balcony, Gulf Views
Beachfront Bliss — No Streets to Cross, Just Steps from the Sand! Enjoy breathtaking Gulf and sunset views from your private balcony in this spacious, newly updated condo. Featuring a brand-new bathroom and new flooring throughout, this 4th-floor unit (with elevator access) is the perfect retreat for your Longboat Key escape. The condo comfortably sleeps up to 6 guests. Sip your morning coffee or catch dolphin sightings and stunning sunsets from the balcony with 180° view of the Gulf. Elevator.

Oceanfront on LBK: Open Tuesday Nite!
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.

Pool Courtyard, patio w/ fire pit, 2 mls downtown
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

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.

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

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 unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

Lido Key/St. Armand's Studio 17
Steps to the beach, restaurants and dining, family-friendly activities, and public transport. This is a 2025 remodel. Great for kayaking and biking. Walking or biking distance to Lido Beach, St. Armand's Circle and Ted Sperling Kayak Park. The one room studio is good for a couple and solo adventurers. Short drive to downtown Sarasota and LBK. Great for budget and value conscious travelers and still close to the beach

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.
Popular amenities for rentals with a pool near Lido Key Beach
House rentals with a pool

The Sand Castle - Backyard Oasis Mins from Siesta!

Beachfront Getaway in Siesta Key

The Oasis

5 minutes to private Siesta Key Beach + 2 pools

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Sunshine House, close to Downtown

Private Siesta Beach House Oasis with Heated Pool.

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough
Condo rentals with a pool

Steps from Lido Beach & St. Armands Circle

Beautiful White Sand Siesta Key Beach

Cozy 1BR Beach Condo on Siesta Key!

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

Villa Maria: Minutes to Siesta Key!

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

Seaside on Siesta Key Beach

Siesta Key Beach Front Condo
Other holiday rentals with a pool

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

Modern 1/1.5 Waterfront at The Strand

Condo on Lido Beach-Sarasota

Magical Guesthouse 1 mi from SRQ airport

Cozy Lido Key Studio-Steps to Beach & Kayaking

Beach Condo with Quiet, Private Beach

Quaint Lido Key Studio

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

Total holiday rentals
Explore 170 holiday rentals in Lido Key Beach

Nightly prices starting at
Lido Key Beach holiday rentals start at $104 AUD per night before taxes and fees

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

Family-friendly holiday rentals
120 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
170 of Lido Key Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Apartment rentals Lido Key Beach
- Villa rentals Lido Key Beach
- Rentals with a washing machine and dryer Lido Key Beach
- Beachfront rentals Lido Key Beach
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- Beach house rentals Lido Key Beach
- Rentals with beach access Lido Key Beach
- Condo rentals Lido Key Beach
- Rentals with a hot tub Lido Key Beach
- Family-friendly rentals Lido Key Beach
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- Rentals with a patio Lido Key Beach
- Waterfront rentals Lido Key Beach
- House rentals Lido Key Beach
- Rentals with a fireplace Lido Key Beach
- Boutique hotels 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
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Englewood Beach
- St Pete Beach
- Splash Harbour Water Park
- Myakka River State Park
- North Beach At Fort DeSoto Park
- The Don CeSar




