
Home rentals with a pool near Lido Key Beach
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Top-rated rentals with a pool near Lido Key Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Summer House longboat key
Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Island Time!
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...!

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.

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!

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach
Step into Summer 2026 with a Beach Vacation! 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

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

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.

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. 🌴

JULY AVAIL! Sarasota #1 Luxury Villa w/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!

Cozy Lido Key Studio Steps to Beach and Kayaking
Escape to our newly renovated, tranquil studio near Lido Beach! This bright, airy space is perfect for solo travelers or couples. Enjoy your private patio, a well-equipped kitchenette, and access to a heated community pool. A stylish and comfortable getaway awaits, just a short walk from the sand.

St Armand's Mid-Century Oasis
Mid-century retreat in the heart of Lido Key! Stroll to pristine beaches or enjoy the vibrant shops & eateries of St. Armand's Circle just steps away! Recently renovated with authentic period details, this 3BR/3BA gem boasts a sparkling pool, sun-soaked rooftop deck and stylish office. VR2400013
Popular amenities for rentals with a pool near Lido Key Beach
House rentals with a pool

Sarasota's Luxury Oasis

Beautiful Historic Ringling house!

Hidden Gem, Pool, Steps to Beach and St Armands

Private Siesta Beach House Oasis with Heated Pool.

Lido Key House

Lido Beach Renovated House by Beach

Private Heated Pool Retreat for Two Families

Beachfront Villa | Pool + Lanai | Hosts 6
Condo rentals with a pool

6 Siesta Breakers - Condo, Ocean View, Heated Pool

The Honeymoon Suite on Siesta Key Beach

Siesta Key Condo: Beach, Pool & Village Fun!

Comfy Siesta Key Condo

Sunset and beach view from your balcony Unit 403

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Cottage on Siesta Key Beachside & Stunning sunsets

5209B Menorca Street - Siesta Key Village Condo
Other holiday rentals with a pool

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

Condo on Lido Beach-Sarasota

Private Pool +Game Room Near Siesta Key | Sleeps 9

3BR/2BA beach villa on Lido Key

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Lido Beach Bungalow

Heaven on Lido Beach, Just across the Street!
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 $119 NZD per night before taxes and fees

Verified guest reviews
Over 3,990 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
170 of Lido Key Beach holiday rentals include Wi-Fi 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!
Destinations to explore
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