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 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
4.96 out of 5 average rating, 28 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!

Top guest favorite
Condo in Saint Armands
4.95 out of 5 average rating, 44 reviews

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

*LOCATION* *LOCATION* A block to St Armands Cir. and their 130+ boutique storefronts, dining and experiences. White sandy Lido Beach is 5 minutes away all via sidewalk. Fully stocked kitchen and hall closet incl. beach buggy, cooler, chairs umbrella. Large bedrooms with closets, each having an en-suite bath. Private/quiet lanai. Your front door is 3 units away from the pool/hot tub. 1 Reserved parking space. Free trolley to take you to downtown Sarasota! 15 min from SRQ Airport and 60 from Tampa

Top guest favorite
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.
Apartment in Lido Key
4.98 out of 5 average rating, 40 reviews

Lido Key | Steps to Beach, Walk to St. Armands

🏆 Exclusive Amenities: • Public Pool located at Lido Pavilion for a small fee • Lido Beach Access across the street • Walk to St. Armands Circle • 2 Private Queen Suites - with full ensuite bathroom • Smart TV & Fast Wi-Fi • Fully Equipped Kitchen and Coffee Maker, Dishwasher • Beach Gear Included: chairs, umbrella + beach towels • Dedicated On-Site Parking (1 space) • Shared Coin-Operated Laundry onsite • Starter Packs: Bathroom Toiletries & Kitchen Home Essentials • Enhanced Cleaning Protocol

Top guest favorite
Apartment in Saint Armands
4.93 out of 5 average rating, 127 reviews

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

Top guest favorite
Cottage in Lido Key
4.97 out of 5 average rating, 39 reviews

Lido Key Beach Bungalow with Private Heated Pool!

Behind the privacy wall you will discover an oasis in this beautiful beach bungalow. The outside space is amazing and almost as large as the inside space. Your own private pool and covered lanai area is the perfect place to relax, gather for dinner, watch TV and just enjoy outside living. You are a two minute walk to the beautiful sands of Lido Beach. St. Armand's Circle is a 10 minute walk for shopping and dining. Kayaking is a 2 minute walk and you can spend the afternoon exploring!

Top guest favorite
A modern living area features a comfortable sectional sofa, accented by textured cushions. A flat-screen TV is mounted on the wall above a wood panel, while large sliding doors invite natural light and provide access to the patio. Indoor plants add a touch of greenery.
Condo in Siesta Key
4.85 out of 5 average rating, 158 reviews

Siesta Key Condo: Beach, Pool & Village Fun!

Escape to paradise in our newly renovated 2-bedroom condo, perfectly situated a block from Siesta Key Village. Enjoy the convenience of walking to bars and restaurants, plus two parking spots if you prefer to drive. Relax by the community heated pool or take an 8-minute stroll to the award-winning beach. Explore the area using the free trolley, or venture to downtown Sarasota. This dog-friendly condo offers Wi-Fi, a smart TV, in-unit laundry, and essential home and beach gear.

Superhost
Home in Saint Armands
4.63 out of 5 average rating, 8 reviews

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

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
4.93 out of 5 average rating, 82 reviews

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!

Guest favorite
Condo in Lido Key
4.95 out of 5 average rating, 154 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.

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
4.87 out of 5 average rating, 104 reviews

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

Guest favorite
Apartment in Lido Key
4.89 out of 5 average rating, 71 reviews

Spacious Lido Cottage Walk to Beach & The Circle

Tranquil coastal retreat near Lido Beach & St. Armand's Circle. This bright, airy getaway comfortably fits 4 guests, featuring an open-concept living space, modern kitchen, queen bedroom, and a unique double bed sleeping nook. Enjoy a private deck with an outdoor shower, screened lanai, and access to a heated community pool. Perfect for beach lovers seeking relaxation and vibrant local experiences.

Top guest favorite
A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.
Island in Sarasota
4.98 out of 5 average rating, 367 reviews

Last MIN AUG Sarasota #1 Luxury Villa! PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Popular amenities for Lido Key rentals with a pool