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Home rentals with a pool near Lido Key Beach

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Top-rated rentals with a pool near Lido Key Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.
Apartment in Siesta Key

Comfy Siesta Key Condo

Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

4.85 out of 5 average rating, 110 reviews
Top guest favourite
Apartment in Longboat Key

Island Time: Open Columbus Day Weekend!

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...!

4.98 out of 5 average rating, 258 reviews
Top guest favourite
A spacious pool area is depicted, featuring clear blue water surrounded by a large stone patio. Colorful umbrellas provide shade, while lounge chairs and green Adirondack chairs are positioned for relaxation. Lush tropical plants frame the scene, enhancing the inviting poolside atmosphere.
Flat in Sarasota

Graceful Getaway

Welcome to our Graceful Getaway Poolside Studio nestled in the heart of sunny Sarasota! We have a beautiful pool, hot tub, and lounge area.(Shared pool) This cozy retreat offers comfort and convenience for couples or solo travelers seeking a relaxing getaway. You will be greeted by a bright and airy space with cheerful decor and vibrant accents! The open floor plan creates a sense of spaciousness, while large windows flood the room with natural light, providing an inviting atmosphere!

4.98 out of 5 average rating, 116 reviews
Top guest favourite
Apartment in Longboat Key

Beach Condo with Quiet, Private Beach

Escape to our serene 2-BR beachfront condo on Longboat Key. This corner unit offers stunning Gulf of Mexico views and sleeps 6. Enjoy direct beach access, a heated pool, and a private patio perfect for sunsets. Located in the quiet Beach Castle Resort, it's the ideal beach vacation rental for families or couples seeking a tranquil getaway. Walk to local restaurants and cafes from your peaceful retreat. A guest-loved home, consistently rated top 5% among Airbnb’s homes.

4.98 out of 5 average rating, 110 reviews
Top guest favourite
Apartment in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!

4.92 out of 5 average rating, 172 reviews
Guest favourite
A cozy sleeping area features a spacious bed topped with neutral linens and a colorful towel. A small table and chairs are positioned near a large window adorned with blinds, allowing natural light to fill the room. A flat-screen TV is mounted on the wall.
Apartment in Lido Key

Lido-Key- Tiny, Yet Charming Studio-B

Lido-Key- Newly remodeled TINY (smaller than a hotel room) Studio. 7-10 min walk to the beach and St.Armands Circle. Quaint main floor tiny studio in a great location. This is an affordable way to enjoy this popular area. This cozy cottage features a Queen bed, refrigerator, stove, microwave, coffee maker, fully stocked cooking items & dishes, along with beach chairs, towels, Located at 170 Roosevelt Dr., Sarasota

4.89 out of 5 average rating, 104 reviews
Guest favourite
A private pool is surrounded by a tiled patio featuring lounge chairs. Lush greenery provides privacy, while kayaks are stored against the wall. The structure above includes a staircase leading to the upper level, complementing the outdoor space.
Home in Lido Key

Lido Key House

One story house with two bedrooms and two bathrooms located one block from Lido Beach and a short walk from the stores and restaurants of St. Armand's Circle. It features an open, airy interior, large patio and newly constructed private pool and a recently updated kitchen. (Property also has a studio apartment that is unoccupied and does not have access to the grounds or pool.) City certificate of reg. #VR22-00012

4.87 out of 5 average rating, 104 reviews
Guest favourite
Flat in Downtown Sarasota

Central Downtown Apartment with Pool and Gym

Stay in the heart of downtown in this stylish 2 bed, 2 bath apartment. Enjoy a bright open layout, fully equipped kitchen, cozy living area, and two comfortable bedrooms including a private primary suite. Building amenities include a sparkling pool with games and fully equipped gym. Walk to top restaurants, shops, and nightlife. Perfect for business trips or weekend getaways!

4.88 out of 5 average rating, 210 reviews
Top guest favourite
Home in Sarasota

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

4.98 out of 5 average rating, 130 reviews
Top guest favourite
A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.
Apartment in Siesta Key

Breathtaking Beachfront Views in Siesta Key

Welcome to your slice of paradise on Siesta Key, where beachfront bliss meets laid-back island vibes! Situated in the heart of the world-renowned Siesta Key Beach, our condo offers a spectacular beachfront experience! Wake up to breathtaking views, step outside your door and feel the powdery sand, inviting you and your family to sink into relaxation, adventure, and sun!

5.0 out of 5 average rating, 105 reviews
Guest favourite
The outdoor area features a heated pool surrounded by lounge chairs, providing ample space for relaxation. A dining set is positioned nearby, accompanied by an umbrella for shade. Lush greenery and palm trees border the property, complementing the serene atmosphere.
Home in Sarasota

Rhodes Retreat - Beautiful Pool and Backyard Space

Bright and newly renovated home for a delightful family escape in Sarasota. Central location near beaches, shopping, and downtown, yet nestled in a serene neighborhood. Short walk to charming Amish Village of Pinecraft. Ample parking, garage, and spacious front yard. Option to book separate secondary unit. Siesta Beach 8.7mi, Lido 5.8mi. VR24-00264

4.91 out of 5 average rating, 124 reviews
Top guest favourite
Cottage in Lido Key

Studio by Lido Beach w heated pool

Freshly renovated studio for 2, a short walk from Lido Beach. King bed, kitchenette, walk-in shower, private furnished patio, access to a heated community pool. Free parking and easy self check-in. Steps from St. Armand's Circle's 130+ shops, 10 minutes to downtown Sarasota. SRQ airport 20-25 minutes.

4.93 out of 5 average rating, 57 reviews

Popular amenities for rentals with a pool near Lido Key Beach

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favourite
A custom pool is framed by elegant lounge chairs and tropical landscaping. Water features create gentle curves, while illuminated details enhance the space as the sunset casts a warm glow. A covered outdoor area is visible in the background, providing seating and entertainment options.
Home in Sarasota

Fruit /Botanical Garden Estate 2 ml to downtown EV

4.97 out of 5 average rating, 105 reviews
Top guest favourite
A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.
Home in Sarasota

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

5.0 out of 5 average rating, 110 reviews
Top guest favourite
A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.
Home in South Sarasota

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

4.94 out of 5 average rating, 106 reviews
Guest favourite
Home in Sarasota

Sun-filled cottage with pool, walk to beach

4.97 out of 5 average rating, 115 reviews
Guest favourite
A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.
Home in Sarasota

1 House 1400sq. ft. 12 min from Siesta Key!

4.8 out of 5 average rating, 189 reviews
Top guest favourite
A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.
Home in Sarasota

Oasis by Siesta Key Beach and Downtown SRQ w/pool

4.94 out of 5 average rating, 143 reviews
Top guest favourite
A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.
Home in Sarasota

Luxury Pool Family Oasis-Siesta Key/DT 3BR/2BA

4.96 out of 5 average rating, 154 reviews
Top guest favourite
Home in Arlington Park

The Blessing House- Htd Pool/Spa, Close to Beaches

5.0 out of 5 average rating, 117 reviews

Apartment rentals with a pool

Guest favourite
A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.
Apartment in Gulf Gate Estates

Heated Pool Apartment Near Siesta Key | 1BR

4.87 out of 5 average rating, 157 reviews
Guest favourite
Apartment in Longboat Key

Sunset and beach view from your balcony Unit 403

4.88 out of 5 average rating, 139 reviews
Top guest favourite
A bright and airy living space features a modern sofa facing a sleek coffee table. The open kitchen is visible in the background, showcasing white cabinetry and bar seating with stylish stools. Light fills the room through large windows, enhancing the spacious feel.
Apartment in Sarasota

Modern Coastal Oasis - Beach and Private Patio

4.96 out of 5 average rating, 164 reviews
Guest favourite
Apartment in Siesta Key

Gulf Views | Walkable | Spacious

4.92 out of 5 average rating, 166 reviews
Superhost
A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.
Apartment in Siesta Key

Crystal House on Siesta Key Beach

4.88 out of 5 average rating, 146 reviews
Top guest favourite
Apartment in Siesta Key

Siesta Key Condo. Checkout our great rates!

4.96 out of 5 average rating, 141 reviews
Top guest favourite
A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.
Apartment in Longboat Key

Beachfront Resort, Ocean View, Pool, Tennis, Gym

4.9 out of 5 average rating, 243 reviews
Guest favourite
A spacious bedroom is featured, with a large bed dressed in neutral linens. A ceiling fan and mounted flat-screen TV are visible. Bright light enters through multiple windows, illuminating the open-concept area that leads to a kitchenette and bathroom.
Apartment in Sarasota

Luxury King Suite just steps to Siesta Key Beach

4.87 out of 5 average rating, 181 reviews

Other holiday rentals with a pool

Guest favourite
The image captures a shared pool area surrounded by lush greenery and palm trees. Lounge chairs with blue umbrellas are positioned around the pool, which is enclosed with a white fence. A pathway leads through well-maintained landscaping, enhancing the inviting outdoor space.
Apartment in Saint Armands

Steps from Lido Beach & St. Armands Circle

4.93 out of 5 average rating, 82 reviews
Top guest favourite
A spacious living area features a light-colored sofa and armchairs, with decorative pillows adding color. A coffee table sits in the middle, and a flat-screen TV is mounted on the wall. Natural light streams through windows, complementing the neutral-toned decor and beach-themed accents.
Apartment in Saint Armands

Lido Beach/St. Armands Condo

4.96 out of 5 average rating, 28 reviews
Superhost
Townhouse in Lido Key

Charming Lido Beach Condo

4.71 out of 5 average rating, 83 reviews
Top guest favourite
A spacious living and dining area features a large blue sofa and comfortable swivel chair, complemented by a circular glass coffee table. A dining table with chairs occupies the corner, while natural light filters through curtains on a nearby window.
Flat in Lido Key

Walk to Beach, 2 Queen suites w/private bathrooms

4.98 out of 5 average rating, 40 reviews
Superhost
Villa in Lido Key

One Block from the Beach Lido Beach Palms 1A

5.0 out of 5 average rating, 3 reviews
Guest favourite
A modern living area features a blue velvet sofa and a yellow accent chair. A glass coffee table holds a bottle of champagne alongside two fluted glasses. Natural light streams in through large windows that overlook lush greenery.
Home in Lido Key

3BR/2BA beach villa on Lido Key

5.0 out of 5 average rating, 17 reviews
Top guest favourite
A spacious outdoor area is featured, highlighting a sparkling pool surrounded by palm trees and lounge chairs. The landscaped grounds include well-maintained gardens and paths, providing access to the pool and seating areas. The buildings in the background provide a serene backdrop.
Flat in Saint Armands

Cozy Apartment in St. Armand’s

5.0 out of 5 average rating, 28 reviews
Top guest favourite
The sunset is visible over the tranquil beach, framed by a tree's branches. Soft hues of orange and pink blend in the sky, while silhouettes of people enjoy the shore. The calm sea reflects the warm tones of the sunset, creating a serene scene.
Apartment in Lido Key

Heaven on Lido Beach, Just across the Street!

5.0 out of 5 average rating, 34 reviews

Quick stats about rentals with a pool near Lido Key Beach

  • Total holiday rentals

    Explore 180 holiday rentals in Lido Key Beach

  • Nightly prices starting at

    Lido Key Beach holiday rentals start at €62 per night before taxes and fees

  • Verified guest reviews

    Over 4,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    170 of Lido Key Beach holiday rentals include wifi 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!

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