
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.

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!

Gulf front romantic cottage in paradise
Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

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.

Private Standalone Home - Walk to Siesta Key Beach
Welcome to your private escape on Siesta Key, an ideal retreat for a relaxing vacation. This renovated, standalone single-level home is tucked away on a quiet, tree-lined street, offering rare privacy just a short walk from Siesta Key’s famous white-sand beaches, restaurants, and bars. Surrounded by lush tropical gardens, enjoy peaceful seclusion plus access to a large heated community pool and an intracoastal pier, perfect for morning coffee, afternoon fishing, or sunset tropical drinks.

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!

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!

2 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.

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 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

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

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Siesta Key Beach Getaway

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

Siesta Key, FL - Casa Berano
Condo rentals with a pool

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

Beach Retreat - Jamaica Royale Unit #52

Siesta Key For Me @ The Palm Bay Club

Sarasota Surf & Racquet Club Siesta Key Condo

[Beach Elements] pool view + private beach & bikes

Siesta Key Beach Front Condo

Island Time on LBK: Open Sunday $150/nt + Fees!

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

Penthouse Beautiful Ocean Views

Siesta Dunes 1st Floor Beach Front Retreat

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

New listing - Pool Home, 500ft to Beach!

Beach & Pool Open! Direct Beachfront Condo! Sunset

LUXURY BEACH CABANA ON SIESTA KEY!

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool
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 $111 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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- Rentals with pools Siesta Key
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- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
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- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Cortez Beach
- Manasota Key Beach
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Myakka River State Park
- The Don CeSar





