
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

Super Clean Cozy and Quaint steps from the beach
The best of all worlds, cleanliness and steps from the beach. Avoid the crowds at the public beach in this beautiful private beach with lounge chairs already at the beach for your convenience. Literally yards from the beach, exit the ground floor condo and walk 100 yards to the gate to the private beach. Only 2 miles from the village, with an easy close by trolley stop just outside the complex. Beach cart, umbrella, cooler, beach toys and towels provided for your convenience! Look no further.

ROYS PLACE private, tropical, romantic paradise.
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

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!

Luxury King Suite
Start your day with a refreshing cup of coffee, then stroll to the white sands of Siesta Key beach. Allow the sun and the ocean to bring you home to nature. The cool, white sand refined from 99% quartz powder is unlike anything else in the World. Watch the sunset over the soft rolling waves of ocean water, then come back to your luxury condo and refresh for an evening on the key. Immaculately clean, perfect location, and a true beach oasis—book now for the ultimate Siesta Key experience!

Siesta Key ~New Waterview studio ~ sleeps 4 ~ pool
Kick back, relax & enjoy Siesta Key! Brand newly remodeled in Sept 22 this studio sleeps 4 people in 2 queen beds side by side. Located in “Solitude Suites on Siesta Key” resort, this Waterview Suite is sure to please you! Enjoy your ground floor studio with a kitchenette, and full bathroom. Right outside your door is the resort with shared access to: the community pool, Tiki hut with ping pong table, bbq grills, and the boat dock with free kayaks & SUPs for your use! Max 4 occupants.

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. Enjoy 2 free bikes day rental with booking!

Cozy 1BR Beach Condo on Siesta Key!
Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.

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!

203 Luxury Condo With 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.

*DEC SALE! 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!

Siesta Key Ground Floor Condo 2BR On Trolley Line
A cozy Siesta Key ground floor condo unit w 2 bedrooms & 1 bath on the trolley line. Has all the amenities you need for a relaxing beach vacation and your day at the beach. Located conveniently to Crescent beach w access to the south and Siesta Key public beach to the north. Trolley stops right out front. Assigned parking spot directly in front of the unit.
Popular amenities for rentals with a pool near Crescent Beach
House rentals with a pool

Family Retreat w/Pool&HotTub 5 min to Siesta Key!

The Sand Castle - Backyard Oasis Mins from Siesta!

Your private retreat near Siesta Key Beach.

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Pool Courtyard, patio w/ fire pit, 2 mls downtown

The Peachy Beach House, steps to the gulf

☀Coastal Gem☀Heated pool & amazing location!☀

SIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
Apartment rentals with a pool

Steps away from beach and village! #1 in Siesta!

Siesta Key Serenity At The Palm Bay Club

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Crystal House on Siesta Key Beach

Luxury 3/3 Margaritaville Resort

Comfy Siesta Key Condo

Siesta Key Beach Front Condo

Oceanfront Mid-Island on LBK: Open SA-TU, $215/nt!
Other holiday rentals with a pool

2 BR condo in Siesta Key w/ Private beach access

Ground floor home 2BD2BA garage Pool Private beach

Toes In The Sand | Private Pool, Walk to Beach!

Luxurious Private Retreat - Your Siesta Key Oasis!

Beechwood Suites A

Newly Remodeled Luxury Beach Villa on Siesta Key!

Mid-Century Modern, Pool, Mins to Siesta Key Beach

Siesta Key Beachfront Condo - Private beach access
Quick stats about rentals with a pool near Crescent Beach

Total holiday rentals
Explore 1,250 holiday rentals in Crescent Beach

Nightly prices starting at
Crescent Beach holiday rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 28,340 verified reviews to help you choose

Family-friendly holiday rentals
1,000 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
540 properties have a dedicated workspace

Wifi availability
1,220 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!
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- Anna Maria Island
- Siesta Beach
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- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Vinoy Park
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Manasota Key Beach
- Splash Harbour Water Park
- Englewood Beach
- North Beach At Fort DeSoto Park
- Don CeSar Hotel
- Point Of Rocks
- Lakewood National Golf Club




