Vacation rentals with a pool in Lido Key

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Top-rated rentals with a pool in Lido Key

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

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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.
Condo in Sarasota
4.96 out of 5 average rating, 23 reviews

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!

Guest favourite
Apartment in Sarasota
4.92 out of 5 average rating, 116 reviews

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach

Step into your Spring 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

Top guest favourite
A clear view of the tranquil waters reveals a vibrant blue float anchored in the shallows. The backdrop features a picturesque beachside resort with palm trees, framed by a clear blue sky and soft sandy shorelines.
Condo in Longboat Key
4.98 out of 5 average rating, 231 reviews

Sun-Kissed Memories: Open Sunday Night!

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...!

Superhost
A spacious covered balcony offers views of Sleepy Lagoon, with a palm tree standing prominently in the foreground. The calm water reflects the soft light, while boats can be seen docked in the distance, enhancing the coastal ambiance.
Loft in Longboat Key
4.67 out of 5 average rating, 9 reviews

Inn on the Beach 7304 by FVC

Your Longboat Key Retreat with Sleepy Lagoon Views by FVC Experience the pinnacle of coastal living in this beautifully renovated studio, boasting a luxurious king bed and an expansive covered balcony that offers serene glimpses of the sunrise. Start your day in paradise with your favorite morning beverage in hand, as the tranquil waters of Sleepy Lagoon glisten below. Elegant Comforts: Walk-In Shower: Pamper yourself in the sleek, modern walk-in shower, a highlight of the spa-inspired

Guest favourite
A two-story blue duplex is depicted, featuring large windows and a wooden balcony. A shared heated pool is surrounded by several lounge chairs, with umbrellas positioned nearby. Lush tropical landscaping provides a serene backdrop, and a fenced area creates a private outdoor space.
Cottage in Siesta Key
4.94 out of 5 average rating, 126 reviews

The Marlin: Heated Pool, 4 Houses to Beach

This apartment is a 2nd story unit with vaulted ceilings in the living room and an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook since you have a full kitchen and all the items to cook any meal. There is also a washer/dryer in the apartment private for your use. Beach chairs and umbrellas are supplied to you at no charge.

Top guest favourite
A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.
Condo in Siesta Key
4.97 out of 5 average rating, 371 reviews

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. If we are booked check out our additional units under our profile.

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

Luxe Oasis In St. Armands Circle with Private Pool

🦩 Exclusive Amenities Include: • Private Heated Pool • Walk to St. Armands Circle • Near Lido Key Beach • Entire 4-bedroom, 3-bathroom house. • 1 King Bed, 3 Queen Beds • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Starter Pack of Toiletry & Home Essentials Included - Shampoo, Face Soap, and much more • Beach Towels, Chairs, Cooler, & Caddy Provided • Gas Grill & Fire Table

Guest favourite
Condo in Sarasota
4.95 out of 5 average rating, 148 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

No Pets 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, and cooking items & dishes, Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

Top guest favourite
A private heated pool is surrounded by lush palm trees and a well-maintained lawn. An outdoor dining area with a large umbrella is visible, along with two lounge chairs positioned near the pool. The area is brightened by clear blue skies and sunlight.
Home in Siesta Key
5 out of 5 average rating, 158 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

Rad’s Cozy Cottage – Siesta Key Private Home. Enjoy a heated saltwater pool, canal-front dock, and putting green at this one-of-a-kind tropical getaway. Steps from Siesta Village (shops, restaurants, nightlife) and the powdery-white sands of Siesta Key Beach. Fully updated 2BR/1.5BA cottage with modern kitchen, AC, Wi-Fi, and washer/dryer. Sleeps 6 (king + 2 twins + sofa). Book your island paradise!

Guest favourite
Condo in Longboat Key
4.88 out of 5 average rating, 113 reviews

Beachfront Escape – Private Balcony, Gulf Views

Beachfront Condo – No Street to Cross, Just Steps to the Sand Enjoy panoramic Gulf and sunset views from your private covered balcony in this spacious 1-bedroom, 1-bath condo on the 4th floor of Turtle Crawl Inn. Located directly on the beach in beautiful Longboat Key, FL, this unit offers unobstructed 180° views from every room and the peaceful sound of the waves just outside your door.

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 106 reviews

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. 🌴

Guest favourite
Apartment in Sarasota
4.91 out of 5 average rating, 44 reviews

Lido Cottage walk to beach & St Armands Circle

Escape to our tranquil, coastal-themed retreat near Lido Beach! This unique getaway comfortably fits up to 4 guests. Features an open living space, modern kitchen, and a private deck with an outdoor shower. Just a short walk to the white sand beaches and the vibrant shops of St. Armand's Circle. Enjoy access to a shared heated pool. Perfect for sun and relaxation!

Popular amenities for Lido Key rentals with a pool

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