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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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!

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

4.93 out of 5 average rating, 128 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...!

4.98 out of 5 average rating, 258 reviews

Superhost

Home in Saint Armands

Mermaids Oasis | Walk to St. Armands Circle, Pool

🦩Exclusive Amenities Include: • Private Heated Pool & Hot Tub • 5 Minute Walk to St. Armands Circle • 10 Minute Walk to Lido Key Beach • 3 Bedrooms, 3 Full Bathrooms & 1 Half Bath • 2 King Beds, 1 Queen Bed & 2 Futons • Screened-In Lanai w/ Outdoor Lounging Space • Outdoor Dining Area • Gourmet Kitchen • Dry Bar w/ Wine Refrigerator • 2 Kayaks, 4 Bikes • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, Kitchen Essentials Provided • Gas Grill

4.67 out of 5 average rating, 9 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!

4.92 out of 5 average rating, 172 reviews

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

Come getaway and enjoy yourself along with your loved ones or just for a private relaxing break from it all. This One Bedroom/One Bath apartment w/ Lanai(Screened Balcony), and shared Pool/Jacuzzi is located steps from the beautiful Lido Beach, boutique shopping, spa's and incredible dining on St. Armands Circle. If your looking to have everything you need from world famous beaches to historical sites and great food around the corner come and stay!

4.93 out of 5 average rating, 82 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

4.87 out of 5 average rating, 104 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

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. 🌴

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!

5.0 out of 5 average rating, 105 reviews

Top guest favorite

Home in Saint Armands

Heated Pool on St. Armand's Circle w game room

Tropical Lido Key home steps from St. Armand's Circle, sleeping up to 10 across 3 bedrooms. Private heated saltwater pool, fire pit, and a full game room with arcade games, pool table, and ping pong. Pets welcome, free driveway parking, full privacy. Walkable to the Circle and Lido Beach. SRQ airport 20-25 minutes. Cert #26-VR-000119. Certificate Number: 26-VR-000119

4.97 out of 5 average rating, 39 reviews

Superhost

Condo in Lido Key

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

Renovated 2brm ground floor with easy walk to St. Armands Circle for dining and shopping as well as to Lido Beach. Or stay and enjoy the large community pool!

5.0 out of 5 average rating, 4 reviews