
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.

Sun-filled cottage with pool, walk to beach
Welcome to Palm Cottage. Our space is the perfect cozy getaway for any time of year. Recently renovated three bedrooms and one bathroom make this the perfect spot for two couples or a family. The private backyard includes a brand new pool with a hot tub and a sun shelf, as well as outdoor dining area and fire table. Enjoy a leisurely stroll to Siesta Key to play at the beach or grab a meal at one of the many restaurants. Home includes two bikes and all the gear you need for a day at the beach.

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.

Your Modern Beachside Getaway!
Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

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

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.

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.

Siesta Key For Me @ The Palm Bay Club
🏖️ Newly Renovated Siesta Key Condo | Ocean + Bay Views | Sleeps 6 📍 Bayside Suite at The Palm Bay Club | Walk to Beach ✨ ALL-NEW RENOVATIONS MAY 2025! Brand new bathrooms, flooring, doors, trim, granite countertops & more—be among the first to enjoy our stylish upgrade! Welcome to Condo #310 at The Palm Bay Club—a 2BR/2BA bright and breezy bayside condo with water views, modern upgrades, and private beach access just a short walk away. Sleeps up to 6 guests comfortably.

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.

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.)

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!

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

Siesta Key Beach Getaway

New remodel- 150 Yds to Beach and Restaurants!

Siesta Serenity ~ Pool/Waterslide/Waterfront

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

Topsail Cottage | SK Home w/ Rooftop Views of Gulf

Sea Club II Garden House
Condo rentals with a pool

#1 Beach- Super Clean- 2br/2bth Townhouse- 1400sf

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

Sarasota Surf & Racquet Club Siesta Key Condo

Private Beach Siesta Key Resort Jamaica Royale

[Beach Elements] pool view + private beach & bikes

Siesta Key Ground Floor Condo 2BR On Trolley Line

Siesta Key Beach Front Condo

Island Time on LBK!
Other vacation rentals with a pool

2BR Penthouse - Stunning Beach Views on Siesta Key

Penthouse Expansive Ocean Views

Direct Gulf View - Residence 307

Siesta Dunes 1st Floor Beach Front Retreat

Heated saltwater pool near Siesta and Downtown

Luxury 4B Home & Heated Pool, Resort for 10 guests

LUXURY BEACH CABANA ON SIESTA KEY!

Beach & Pool Open! Direct Beachfront Condo! Sunset
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 $111Â CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wifi availability
1,420 of Crescent Beach vacation 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
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- Anna Maria Island
- Siesta Beach
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- Lido Key Beach
- Turtle Beach
- Amalie Arena
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- Tampa Convention Center
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- Jannus Live
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- Lakewood National Golf Club





