
Home rentals with a pool near Crescent Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Crescent Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

2 Bed/2 Bath Condo Resort View on Siesta Key Beach
Amazing 2nd floor unit in building C at the Sarasota Surf & Racquet Club. This fully furnished 2 bed/ 2 bath condo offers a resort view and just steps away from the white sands of Siesta Key Beach. This unit is recently updated with an open floor plan, featuring stainless steel appliances, granite counter tops, kitchen bar with stools, living room, and dining room. This unit has flat screen tv's, ceiling fans, and maid service including linens and bath towels. Washer/dryer located down the hall

Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

Heated Pools & Spa · Private Beach + Bay Views
Perfect for family and group beach stays, with reliable Wi-Fi and a dedicated workspace for flexible remote work. This oversized renovated 2‑bed, 2‑bath condo sleeps six: a king in the master and two queens in the second bedroom; both bathrooms serve the group for privacy and convenience. Enjoy full gulf-to-bay living with private beach access and supplied chairs, umbrella, cooler and wagon, plus two heated pools, a heated spa, gym, courts, bay views, free parking and keypad self check-in.

Beach Retreat - Jamaica Royale Unit #52
Casually elegant condo fully remodeled in 2025, and very close to beach! One bedroom, one bath unit includes quartz kitchen counters, new appliances, king bed and relaxing patio. Perfect size for 2 guests! No need to cross busy roads to get to stunning white sand; just a 5 -10 minute walk along lush grounds which boast 3 heated pools. Beach gear provided, and unit is stocked with linens and kitchen utensils. Minutes away from Siesta Village and other wonderful dining and activities.

Beachfront Siesta Key | Gulf View + Private Beach
Sun Bum Studio is your Siesta Key Beachfront Escape Wake up steps from the white quartz sand of world-famous Siesta Key. Sun Bum Studio is located in the beachfront tower at Palm Bay Club, with a south-facing view of the beach and Gulf from the floor-to-ceiling glass doors and patio. Enjoy private Crescent Beach access with complimentary beach loungers, two heated pools, hot tub, fitness center, tennis and pickleball courts, fishing pier, boat docks, grills and free covered parking.

Gulf Views | Walkable | Spacious
Spacious Gulf-view 2BR condo perfect for families & groups—featuring a rare 2-queen guest room, king master, and plenty of room to spread out. Walk to the beach, restaurants, coffee, and more—no car needed. Easy beach access + FREE loungers make beach days effortless. Heated pool, fast WiFi & fully stocked with beach gear. Clean, spacious & comfortable in a prime, walkable location. (Daytime weekday construction nearby may cause intermittent noise in 2026.)

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!

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
A spacious and quiet 2-floor, 2 bedroom, 2.5 bathroom condo that lives like home and is close to everything Siesta Key offers. Spread out and enjoy YOUR vacation! Your condo features large rooms, comfy and modern surroundings, (2) Master Bedrooms upstairs, and you are steps away from a gorgeous heated pool that you can view from your lanai. This is the perfect condo for you and your family to relax in and simply enjoy your time in Siesta Key!

Siesta Key Beach Front Condo
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

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. 🌴

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 rentals with a pool near Crescent Beach
House rentals with a pool

Sun-filled cottage with pool, walk to beach

Private Standalone Home - Walk to Siesta Key Beach

New remodel- 150 Yds to Beach and Restaurants!

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

Siesta Beach House

5 minutes to private Siesta Key Beach + 2 pools

New Villa on Siesta Key! Pool & Walkable to Beach

Luxury Canal-Front Home + Heated Pool Near Beach
Apartment rentals with a pool

Island Time: Open Aug 30th-Sep 3rd, $250/nt+ Fees!

Your Modern Beachside Getaway!

Siesta Key For Me @ The Palm Bay Club

Siesta Key Beach Escape

Sarasota Surf & Racquet Club Siesta Key Condo

Beach Condo with Quiet, Private Beach

The Flamingo's Nest at Sea Club II

Siesta Key condo, beach access, heated pool
Other holiday rentals with a pool

Lovebirds’ Retreat | Steps to Siesta Key Beach

North Water View - Residence 310

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

Beach & Pool Open! Direct Beachfront Condo! Sunset

Siesta Dunes 1st Floor Beach Front Retreat

Siesta Key*GULF SIDE oasis*PRIVATE BEACH*Pool

Siesta Key Beachfront Condo - Private beach access

Location,Location,Location-Beachfront-Siesta Key
Quick stats about rentals with a pool near Crescent Beach

Total holiday rentals
Explore 1,340 holiday rentals in Crescent Beach

Nightly prices starting at
Crescent Beach holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 29,960 verified reviews to help you choose

Family-friendly holiday rentals
1,050 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wifi availability
1,330 of Crescent Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Crescent Beach rentals

4.8 Average rating
Crescent Beach stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Beachfront rentals Crescent Beach
- Beach apartment rentals Crescent Beach
- Apartment rentals Crescent Beach
- Rentals with a kayak Crescent Beach
- House rentals Crescent Beach
- Rentals with a hot tub Crescent Beach
- Rentals with lake access Crescent Beach
- Pet-friendly rentals Crescent Beach
- Townhouse rentals Crescent Beach
- Family-friendly rentals Crescent Beach
- Flat rentals Crescent Beach
- Waterfront rentals Crescent Beach
- Villa rentals Crescent Beach
- Rentals with beach access Crescent Beach
- Rentals with pools Siesta Key
- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Manasota Key Beach
- Vinoy Park
- John's Pass
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Cortez Beach
- Anna Maria Public Beach
- Img Academy
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Jannus Live





