
Home rentals with a pool near Crescent Beach
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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

Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

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!

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!

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.

Cottage on Siesta Key Beach
Never have to worry about finding a parking space for the #1 Beach in the United States. The cottage has two parking spots for guests use and Siesta Key beach is steps away with a private beach entrance. The cottage was built from the ground up completed in 2016 and it has all you need for a relaxing stay! Our association is on the free bus line which will take you all over the island. Siesta Key Village is a short ride away for a night out, dining or shopping.

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!

Private Beach with Loungers · 2 Pools & Bay Views
Beachside convenience for families, groups and remote workers who want effortless sand days and active resort living. This oversized renovated 2‑bed, 2‑bath condo in a gulf-to-bay complex offers bay views, two heated pools and a heated spa, on-site gym and courts, provided beach chairs, umbrella and wagon, free parking and keypad self check-in. Walk to Siesta Key Beach and catch the island trolley steps away for dining and shops.

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.

Siesta Key Oasis with Gulf Views
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 5th floor unit has an extra large lanai that provides some of the best Gulf views on Siesta Key! 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!
Popular amenities for rentals with a pool near Crescent Beach
House rentals with a pool

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

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Private Beach Siesta Key Resort Jamaica Royale

[Beach Elements] pool view + private beach & bikes

LJ's Cottage 2

Beachwalk Townhouse with view of Gulf of Mexico
Other vacation rentals with a pool

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Siesta Key*GULF SIDE oasis*PRIVATE BEACH*Pool

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Beach & Pool Open! Direct Beachfront Condo! Sunset

LUXURY BEACH CABANA ON SIESTA KEY!
Quick stats about rentals with a pool near Crescent Beach

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

Nightly prices starting at
Crescent Beach vacation rentals start at $80 per night before taxes and fees

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

Family-friendly vacation rentals
1,050 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
510 properties have a dedicated workspace

Wi-Fi availability
1,330 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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