
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.

Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
Welcome to our 3 Bedroom 2 Bathroom Siesta Key Beach House. Full kitchen. Walk to beach. We provide chairs & towels for the Beach Walk to Beach access #12 on Siesta key Lots of places to eat and drink, close by. Free WIFI Daily, Weekly rentals. Swimming Pool on site King Bed in Master bedroom, Bedroom 2 and 3 both have Queens This home is in a great location and it is only a short walk to shops , restaurants and Beach. This home has 2 x 1 bedroomed units attached and is great for families

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!

Siesta Key - Private Beach Access - 2BR Retreat
Stay, relax, and play-your Siesta Key retreat is here. Make lasting memories at this cozy Siesta Key townhouse, just steps from the famous white sands. Private beach access and no roads to cross, it’s safe and stress-free for the whole family. Relax in spacious living areas, cook in the full kitchen, or enjoy games and movie nights after a day in the sun. Highlights include 2 bedrooms, private parking, nearby shops and dining, and the free Siesta Key Breeze Trolley for easy island exploring.

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.

6 Siesta Breakers - Condo, Ocean View, Heated Pool
Luxurious apartment style condo on Siesta Key Beach, Sarasota Florida overlooking the quartz white sand and turquoise waters of the #1 beach in the USA. Enjoy exquisite ocean views from the balcony or just a few steps to the beach. Our gated community positions you steps away from whatever your heart desires (pool, ocean, grocery store, restaurants, live music and local shops). Your options are limitless on Siesta Key. If you need more than one condo check - airbnb.com /h/breakers203

Siesta Key condo, beach access, heated pool
This condo is set in the perfect location between the beach and the bay! Soak up the sun at the heated pool, enjoy the tiki bar, or try your luck fishing on the pier, all while viewing the boats on the intercoastal! Included is private deeded beach access that is just a easy 5 min walk. Hop on the free trolley right outside your door to go to Siesta Key Village with plenty of restaurants, bars and shops only .5 miles away. 65" tv free wifi Netflix Disney+. Boat slip available up to 24'

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.

Gulf Views | Private Beach + Pool
Enjoy stunning Gulf views from this spacious 2-bed, 2-bath 4th-floor condo at Sea Shell on Siesta Key. Bright coastal decor, beachy & updated. Steps from Capt. Curt’s, restaurants, grocery & coffee — walk everywhere! No car needed. Private beach access just steps away with free loungers + complex pool. Sleeps 6 (1 King + 2 Queens). Large Gulf-view balcony, fast WiFi & all beach essentials. Perfect for families or couples. Superhost with 350+ 5-star reviews. Book your #1 beach getaway!

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.

Private Beach & Intracoastal Waterfront
Experience the best of Florida’s Gulf Coast in this bright, spacious condo with an open floor plan and everything you need for a relaxing stay. Enjoy the rare best of both worlds location with direct access to a private white-sand Gulf beach and Intracoastal waterfront views right behind the property. Amenities include a heated pool, BBQ area, fishing dock, and boat dock. Quiet, peaceful resort. Owner-managed; monthly stays include a complimentary second cleaning. 🌴

Palm Bay Club! Resort Living on Siesta Key!
Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

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. 🌴
Popular amenities for rentals with a pool near Crescent Beach
House rentals with a pool

Sun-filled cottage with pool, walk to beach

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

The Sand Castle - Backyard Oasis Mins from Siesta!

New remodel- 150 Yds to Beach and Restaurants!

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

Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!

Luxury Canal-Front Home + Heated Pool Near Beach

Sea Club II Garden House
Condo rentals with a pool

Penthouse Expansive Ocean Views

Siesta Key Serenity At The Palm Bay Club

Siesta Key Beach Gem—Pool | Private Beach | Fast W

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Sarasota Surf & Racquet Club Siesta Key Condo

North Water View - Residence 310

Siesta Key Beach Front Condo
Other vacation rentals with a pool

Siesta Key - Intracoastal, Pool & the Beach!

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

Beach & Pool Open! Direct Beachfront Condo! Sunset

LUXURY BEACH CABANA ON SIESTA KEY!

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool

Balcony Beach Views of Siesta Key, Gym, 2 Pools!

Anchorage Resort 2 Bdrm Condo 9th Flr, Pool, Beach

Modern, Walkable, Updated, Private.
Quick stats about rentals with a pool near Crescent Beach

Total vacation rentals
Explore 1,440 vacation rentals in Crescent Beach

Nightly prices starting at
Crescent Beach vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 30,620 verified reviews to help you choose

Family-friendly vacation rentals
1,160 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wi-Fi availability
1,420 of Crescent Beach vacation rentals include wi-fi 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
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- Rentals with pools Siesta Key
- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
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