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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

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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
Flat in Longboat Key

Beach Bliss!

This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio 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...!

5.0 out of 5 average rating, 125 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
Guest favourite
Apartment in Longboat Key

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.

4.88 out of 5 average rating, 139 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
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!

Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

5.0 out of 5 average rating, 110 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
An open-concept kitchen features a large central island with seating. Modern appliances and cabinetry are complemented by a decorative area rug. Natural light fills the space, leading to a cozy living area with a sofa and access to outdoor views through glass doors.
Flat in Downtown Sarasota

Downtown Apt w/ Pool, Gym, & Coworking Unit 330

This new construction apartment features an oversized kitchen island and a slider with views of Downtown Sarasota. Shared amenities include: a gym; sunset deck; massive roof deck with a pool; gazebo with big-screen TV, fireplace, and wet bar; a dog run; and access to the adjacent Cowork office space.

4.84 out of 5 average rating, 226 reviews

Popular amenities for rentals with a pool near Lido Key Beach

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Superhost
An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.
Home in Sarasota

Retreat by the Bay-Heated Saltwater Pool

4.95 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
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

4.91 out of 5 average rating, 124 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
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
Guest favourite
Home in Lido Key

Beautiful Home Steps to Gulf w/ Pool, Spa & Views

4.95 out of 5 average rating, 21 reviews
Guest favourite
A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.
Home in Arlington Park

Private Heated Pool Retreat for Two Families

4.95 out of 5 average rating, 63 reviews
Superhost
Home in Lido Key

1 block to Beach | Noon check in | 4pm out

4.83 out of 5 average rating, 6 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
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
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
Guest favourite
A modern living area showcases a comfortable sectional sofa and armchair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a media console. Natural light floods the space through sliding glass doors that lead to a balcony, enhancing the open feel.
Apartment in Siesta Key

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything

4.88 out of 5 average rating, 179 reviews
Guest favourite
Apartment in Siesta Key

Gulf Views | Walkable | Spacious

4.92 out of 5 average rating, 166 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
Top guest favourite
Apartment in Siesta Key

Siesta Key Condo. Checkout our great rates!

4.96 out of 5 average rating, 141 reviews
Guest favourite
A beachfront pool area is shown under a bright sky, featuring palm trees and umbrellas around the pool. Guests are seen enjoying the water, with lounge chairs and colorful towels placed around the poolside. The ocean is visible in the background, completing the serene atmosphere.
Apartment in Siesta Key

Private Beach Siesta Key Resort Jamaica Royale

4.86 out of 5 average rating, 154 reviews

Other holiday rentals with a pool

Top guest favourite
Cottage in Lido Key

Coastal Studio, Walk to St Armand's or Lido Beach

4.96 out of 5 average rating, 25 reviews
Top guest favourite
Apartment in Saint Armands

*NEW-Prime Spot St. Armands/Lido Key 1st fl w/pool

4.96 out of 5 average rating, 47 reviews
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
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 €61 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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