Vacation Rentals with Pool in Crescent Beach, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Sarasota
  6.  Crescent Beach

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3487 Best Vacation Rentals with Pool in Crescent Beach (Starting from $235)

Beachfront Getaway in Siesta Key
Beachfront Getaway in Siesta Key
Apartment
Siesta Key, FL, USA
0.2k from Crescent Beach center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

1 Bedroom4 Guests
8.7

Fabulous

10 reviews

$347
Average price / night
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Siesta Breakers #603, Gulfside in Siesta Key, FL
Siesta Breakers #603, Gulfside in Siesta Key, FL
Apartment
Siesta Key, FL, USA
0.2k from Crescent Beach center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Family

2 Bedrooms6 Guests
9.3

Superb

11 reviews

$301
Average price / night
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Hyatt Resort on Siesta Key Beach 3br/2ba 2255sq ft. Balcony overlooking beach!!
Hyatt Resort on Siesta Key Beach 3br/2ba 2255sq ft. Balcony overlooking beach!!
Resort
Sarasota, FL, 34242, United States
0.1k from Crescent Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
New to Booking
$1101
Average price / night
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Calini Beach Club
Calini Beach Club
Apartment
Sarasota, FL, USA
0.3k from Crescent Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay

48 Bedrooms144 Guests
9.0

Fabulous

3 reviews

$403
Average price / night
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Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
Condo
Sarasota, FL, 34242, United States
0.1k from Crescent Beach center

AC, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

53 reviews

$409
Average price / night
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Sea Crest
Sea Crest
Apartment
Sarasota, FL, USA
0.3k from Crescent Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Places to stay

24 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$235
Average price / night
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ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand
ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand
Condo
Sarasota, FL, 34242, United States
0.1k from Crescent Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

150 reviews

$358
Average price / night
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Ten35 Seaside Rentals
Ten35 Seaside Rentals
Apartment
Sarasota, FL, USA
0.3k from Crescent Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Family

58 Bedrooms120 Guests
9.8

Exceptional

6 reviews

$537
Average price / night
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Welcome to Paradise! Welcome To Paradise!
Welcome to Paradise! Welcome To Paradise!
Condo
Siesta Key, FL, 34242, United States
0.1k from Crescent Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$433
Average price / night
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Hyatt Residences on Siesta Key Beach - A Premier Hotel Experience!
Hyatt Residences on Siesta Key Beach - A Premier Hotel Experience!
House
Siesta Key, FL, USA
0.3k from Crescent Beach center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis, Places to stay

3 Bedrooms6 Guests
8.0

Good

1 reviews

$477
Average price / night
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Beachfront 4th-floor Siesta Key Beach Condo. Directly on our private beach!
Beachfront 4th-floor Siesta Key Beach Condo. Directly on our private beach!
Condo
Sarasota, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$425
Average price / night
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The Residences on Siesta Key Beach by Hyatt Vacation Club
The Residences on Siesta Key Beach by Hyatt Vacation Club
Resort
Sarasota, FL, USA
0.3k from Crescent Beach center

Luxury, Accommodations, Pools, Resorts, Parking, 4-star, Lodgings, Beach, Hot tubs

37 Bedrooms40 Guests
9.2

Superb

142 reviews

$790
Average price / night
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Beach lovers, here is your ticket to sun-soaked fun and total relaxation!\n
Beach lovers, here is your ticket to sun-soaked fun and total relaxation!\n
Condo
Sarasota, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$450
Average price / night
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Siesta Breakers Penthouse on the Beach
Siesta Breakers Penthouse on the Beach
House
Sarasota, FL, USA
0.3k from Crescent Beach center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

1 Bedroom8 Guests
10.0

Exceptional

2 reviews

$684
Average price / night
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Ideal Coastal Luxury Escape: Residence 302
Ideal Coastal Luxury Escape: Residence 302
Condo
Siesta Key, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
New to Booking
$849
Average price / night
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Crystal Sands on Siesta
Crystal Sands on Siesta
Apartment
Siesta Key, FL, USA
0.4k from Crescent Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Beach

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$263
Average price / night
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Paradise Awaits: Condo with an ocean view steps from Siesta Key Beach!
Paradise Awaits: Condo with an ocean view steps from Siesta Key Beach!
Condo
Sarasota, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Elevator, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$470
Average price / night
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Beachfront Condo Complex, Heated Pool, Gulfview!
Beachfront Condo Complex, Heated Pool, Gulfview!
Apartment
Siesta Key, FL, USA
0.4k from Crescent Beach center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Family

2 Bedrooms6 Guests
8.6

Fabulous

5 reviews

$299
Average price / night
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Lovely, beachfront condo. Steps to Siesta Key #1 Beach in America.
Lovely, beachfront condo. Steps to Siesta Key #1 Beach in America.
Condo
Sarasota, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$473
Average price / night
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Sarasota Bliss Beachfront Luxury By The Seaside
Sarasota Bliss Beachfront Luxury By The Seaside
Apartment
Sarasota, FL, USA
0.4k from Crescent Beach center

Air Conditioner, Oceanfront, View, Parking, Ocean View, Tv, Kitchen

3 Bedrooms8 Guests
New to Booking
$400
Average price / night
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Beautiful beachfront condo with wraparound balcony and endless ocean views!
Beautiful beachfront condo with wraparound balcony and endless ocean views!
Condo
Sarasota, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$630
Average price / night
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Best location on Siesta Key Beach! Everything is right outside your door!
Best location on Siesta Key Beach! Everything is right outside your door!
Condo
Sarasota, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Elevator, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$475
Average price / night
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COASTAL LUXURY WITH GULF-FRONT VIEWS: Residence 603
COASTAL LUXURY WITH GULF-FRONT VIEWS: Residence 603
Condo
Sarasota, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1302
Average price / night
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Beautiful 2-bedroom, 2 bath condo on World Famous Siesta Key Beach
Beautiful 2-bedroom, 2 bath condo on World Famous Siesta Key Beach
Condo
Sarasota, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$431
Average price / night
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Direct Gulf View - Residence 505
Direct Gulf View - Residence 505
Condo
Siesta Key, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
New to Booking
$1281
Average price / night
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On Siesta Key Beach!!  Sandpiper Beach Club of Siesta Key <br>Siesta Key, FL USA
On Siesta Key Beach!! Sandpiper Beach Club of Siesta Key <br>Siesta Key, FL USA
Condo
Siesta Key, FL, 34242, United States
0.2k from Crescent Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$282
Average price / night
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Spacious Penthouse Suite,3 Bd,3 Bth, Beachfront-Crescent Beach, May 16-23 Avail
Spacious Penthouse Suite,3 Bd,3 Bth, Beachfront-Crescent Beach, May 16-23 Avail
Condo
Siesta Key, FL, 34242, United States
0.2k from Crescent Beach center

AC, Balcony, Barbecue, Crib, Elevator, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

175 reviews

$599
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Crescent Beach.

Where to stay in Crescent Beach? Best neighborhoods & areas

Crescent Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3487 verified vacation rentals with a pool in Crescent Beach. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Crescent Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $235 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Crescent Beach offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Crescent Beach welcome pets. Currently, 7 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Crescent Beach often include additional outdoor features such as Pool, View, and Ocean View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Crescent Beach offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.