
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!

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'

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.

Modern, Walkable, Updated, Private.
WALK/BIKE/TROLLEY to Siesta Beach and Village. Relax and unwind in our spacious, sun-filled villa that is situated in an idyllic private neighborhood. Enjoy quiet surroundings, perfectly situated within steps to all that Siesta Key has to offer. The community pool is heated and located in the center of the neighborhood just steps away from the villa. The entrance to the private pier is on our lane ready to show off the amazing Siesta Key skies at sunset.

Siesta Dunes 1st Floor Beach Front Retreat + Bikes
Steps from the beach, this spacious 2 bedroom condo has everything you will need for your Siesta Key vacation. Located in the beautiful gated community of Siesta Dunes, with heated salt water pool, and its own private beach access, complete with beach chairs, umbrellas and towels. Stroll though the well-manicured grounds on your way to the pool, the sundeck and the beach.

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!
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!

Your private retreat near Siesta Key Beach.

Beautifully Remodeled Home with Pool Near 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!
Condo rentals with a pool

Penthouse Expansive Ocean Views

Siesta Key Serenity At The Palm Bay Club

Sea Shell Ocean View On Beach Walk Everywhere Pool

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

Beach Retreat - Jamaica Royale Unit #52

Sarasota Surf & Racquet Club Siesta Key Condo

Siesta Key Beach Front Condo

Sun-Kissed Memories!
Other holiday rentals with a pool

2BR Siesta Key Villa w/Lanai - Near Pool

Siesta Key - Intracoastal, Pool & the Beach!

100 Steps to the Sand!

Luxury Canal-Front Home + Heated Pool Near Beach

Newly Remodeled Luxury Beach Villa on Siesta Key!

2BR Beach Club – Beach, Heated Pool & Hot Tub

North Water View - Residence 310

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
Quick stats about rentals with a pool near Crescent Beach

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

Nightly prices starting at
Crescent Beach holiday rentals start at $137 NZD per night before taxes and fees

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

Family-friendly holiday rentals
1,160 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
530 properties have a dedicated workspace

Wi-Fi availability
1,420 of Crescent Beach holiday 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
- Beachfront rentals Crescent Beach
- Rentals with a fireplace Crescent Beach
- Waterfront rentals Crescent Beach
- Family-friendly rentals Crescent Beach
- Rentals with an EV charger Crescent Beach
- Villa rentals Crescent Beach
- Fitness-friendly rentals Crescent Beach
- Pet-friendly rentals Crescent Beach
- House rentals Crescent Beach
- Apartment rentals Crescent Beach
- Rentals with a washing machine and dryer Crescent Beach
- Rentals with beach access Crescent Beach
- Rentals with outdoor seating Crescent Beach
- Townhouse rentals Crescent Beach
- Rentals with a hot tub Crescent Beach
- Rentals with lake access Crescent Beach
- Rentals with a kayak Crescent Beach
- Rentals with a fire pit Crescent Beach
- Beach condo rentals Crescent Beach
- Condo rentals Crescent Beach
- Rentals with a patio 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
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Tiny House Siesta
- Bean Point Beach
- Cortez Beach
- Jannus Live
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Englewood Beach
- Splash Harbour Water Park
- The Don CeSar
- Lakewood National Golf Club
- Myakka River State Park




