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Vacation rentals with a pool in Saint Armands Key

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Top-rated rentals with a pool in Saint Armands Key

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
Home in Gulf Gate Estates

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

LocationFamilyDecor

4.89 out of 5 average rating, 107 reviews
Top guest favorite
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.
Condo in Saint Armands

Lido Beach/St. Armands Condo

You won't believe it until you see it! 3 min. walk to Lido Beach, 30 seconds to the hundreds of shops and restaurants of St. Armand's Circle, 10 min. drive to airport. This condo is SO BRIGHT & is equipped with everything you need for your beach vacation. Enjoy wifi, cable TV, smart TV's, beach chairs & umbrella, screened-in porch, washer/dryer IN UNIT (also access to the community laundry if desired). Free trolley to take you to downtown SRQ. Parking Spot. Too much fun at your fingertips!

ValueLocationBeach

4.96 out of 5 average rating, 28 reviews
Top guest favorite
Apartment in Saint Armands

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach

Picture this: a rooftop deck, just a 7 minute walk to the pristine sand of Lido Beach, and surrounded by the charm St Armand's Circle with boutiques, and eateries, all within a short walking distance. Forget the conventional - this condo's got a secret. Tucked behind an unassuming door, a unique rear retail/service entrance near dumpsters; a second-floor walk-up, no elevator, lies a vibrant space, drawing inspiration from speakeasy culture fused w/ a beach vibe. Your adventure starts now

ValueFamilyDecor

4.93 out of 5 average rating, 128 reviews
Top guest favorite
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

Welcome to your home away from home! This renovated, spacious, and bright pool home will immerse you in a luxurious experience the minute you arrive. Located on a lush, quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in the USA), 10 minutes to downtown (with fantastic restaurants and shopping), and within walking distance of the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake Park, and the new UTC mall!

ValueFamilyAccuracy

4.96 out of 5 average rating, 154 reviews
Top guest favorite
Condo in Longboat Key

Island Time: Open Tues - Sat!

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...!

LocationValueGrill

4.98 out of 5 average rating, 258 reviews
Guest favorite
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!

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

LocationFamilyPool

4.8 out of 5 average rating, 189 reviews
Top guest favorite
Condo 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!

FamilyValueSleep quality

4.92 out of 5 average rating, 172 reviews
Guest favorite
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

LocationFamilyOutdoor spaces

4.87 out of 5 average rating, 104 reviews
Guest favorite
Apartment in Downtown Sarasota

Downtown Apartment-Pool, Gym, Cowork 31

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. Also on-site is Motoneko Cafe, a full-service coffee/ramen shop that also serves tea, espresso drinks, and snacks.

LocationValueCleanliness

4.84 out of 5 average rating, 195 reviews
Top guest favorite
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

FamilyLocationQuiet

5.0 out of 5 average rating, 110 reviews
Top guest favorite
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. 🌴

LocationValueQuiet

4.98 out of 5 average rating, 130 reviews
Top guest favorite
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.
Condo 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!

ValueLocationNearby

5.0 out of 5 average rating, 105 reviews

Popular amenities for Saint Armands Key rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
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!

FamilyValueSleep quality

4.94 out of 5 average rating, 106 reviews
Top guest favorite
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

FamilyLocationWalkability

4.94 out of 5 average rating, 143 reviews
Guest favorite
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

FamilyValueBiking

4.91 out of 5 average rating, 124 reviews
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

ValueLocationAmenities

4.95 out of 5 average rating, 110 reviews
Superhost
Home in Saint Armands

Mermaids Oasis | Walk to St. Armands Circle, Pool

ValueFamilyOutdoor spaces

4.67 out of 5 average rating, 9 reviews
Guest favorite
Home in Lido Key

Edgewater Escape - 454

LocationFamilyKitchen

5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Saint Armands

Private Heated Pool - Steps to St. Armands!

FamilyLocationGrill

4.93 out of 5 average rating, 15 reviews
Guest favorite
Home in Saint Armands

Hidden Gem, Pool, Steps to Beach and St Armands

LocationConditionBeach

5.0 out of 5 average rating, 11 reviews

Condo rentals with a pool

Guest favorite
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.
Condo in Lido Key

Lido-Key- Tiny, Yet Charming Studio-B

ValueLocationGetting around

4.89 out of 5 average rating, 104 reviews
Guest favorite
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.
Condo in Siesta Key

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

ValueLocationDecor

4.88 out of 5 average rating, 179 reviews
Guest favorite
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.
Condo in Siesta Key

Comfy Siesta Key Condo

LocationFamilyAir conditioning

4.85 out of 5 average rating, 110 reviews
Guest favorite
Condo in Longboat Key

Sunset and beach view from your balcony Unit 403

FamilyValueComfort

4.88 out of 5 average rating, 139 reviews
Top guest favorite
Condo in Siesta Key

Siesta Key Condo. Checkout our great rates!

FamilyLocationOutdoor spaces

4.96 out of 5 average rating, 141 reviews
Guest favorite
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.
Condo in Siesta Key

Private Beach Siesta Key Resort Jamaica Royale

LocationFamilyComfort

4.86 out of 5 average rating, 154 reviews
Top guest favorite
Condo in Longboat Key

Beach Condo with Quiet, Private Beach

FamilyLocationCondition

4.98 out of 5 average rating, 110 reviews
Guest favorite
A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.
Condo in Siesta Key

Siesta Key Beach Front Condo

LocationFamilyView

4.91 out of 5 average rating, 137 reviews

Other vacation rentals with a pool

Guest favorite
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.
Condo in Saint Armands

Steps from Lido Beach & St. Armands Circle

ValueFamilyAccess

4.93 out of 5 average rating, 82 reviews
Superhost
Condo in Lido Key

Renovated 2/2, Pool, Walk to St. Armands and Beach

LocationNearbyCleanliness

5.0 out of 5 average rating, 4 reviews
Top guest favorite
Condo in Saint Armands

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

LocationFamilyDecor

4.96 out of 5 average rating, 47 reviews
Guest favorite
Cottage in Lido Key

Cozy Lido Studio by Beach & St Armand's

LocationValueCheckout

4.96 out of 5 average rating, 68 reviews
Top guest favorite
Cottage in Lido Key

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

LocationQuietHospitality

4.96 out of 5 average rating, 25 reviews
Guest favorite
A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.
Home in Sarasota

The Palms Away

FamilyLocationWalkability

5.0 out of 5 average rating, 39 reviews
Guest favorite
Home in Sarasota

Siesta Key Paradise - Golf Cart Included

ValueLocationBathroom

4.96 out of 5 average rating, 24 reviews
Top guest favorite
Apartment in Longboat Key

New Modern on Beach- Walk out 5 steps to Sand

LocationFamilyCheckout

5.0 out of 5 average rating, 43 reviews

Destinations to explore