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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Key West
  6.  Boca Chica Beach

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313 Best Vacation Rentals with Pool in Boca Chica Beach (Starting from $281)

Ritaville - Monthly Rental
Ritaville - Monthly Rental
House
Stock Island, FL, USA
3.0k from Boca Chica Beach center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms11 Guests
New to Booking
$641
Average price / night
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The Great Escape: 3BR Waterfront Retreat, Heated Pool, Stunning Sunsets & Just Minutes to Key West
The Great Escape: 3BR Waterfront Retreat, Heated Pool, Stunning Sunsets & Just Minutes to Key West
House
Key West, FL, 33040, United States
4.0k from Boca Chica Beach center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
New to Booking
$401
Average price / night
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Oceans Edge Key West
Oceans Edge Key West
Resort
Boca Chica Beach, Key West, Florida, USA
4.7k from Boca Chica Beach center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Places to stay

171 Bedrooms38 Guests
8.5

Very Good

1216 reviews

$884
Average price / night
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3-bedroom ocean view condo in delightful Key West with WiFi, AC
3-bedroom ocean view condo in delightful Key West with WiFi, AC
Condo
Key West, FL, 33040, United States
4.6k from Boca Chica Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$762
Average price / night
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Dock and Balcony Serene Big Coppitt Key Escape
Dock and Balcony Serene Big Coppitt Key Escape
House
Key West, FL, USA
4.8k from Boca Chica Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$281
Average price / night
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Luxury 2BR Condo • Oceans Edge Resort, Key West
Luxury 2BR Condo • Oceans Edge Resort, Key West
Condo
Key West, FL, 33040, United States
4.6k from Boca Chica Beach center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

6 reviews

$676
Average price / night
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Grand Marina Suite -Waterfront Condo
Grand Marina Suite -Waterfront Condo
House
Key West, FL, USA
4.8k from Boca Chica Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
8.9

Fabulous

121 reviews

$445
Average price / night
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**INFINITE HORIZONS @ BIG COPPITT** Waterfront Home & Pool + LAST KEY SERVICES…
**INFINITE HORIZONS @ BIG COPPITT** Waterfront Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
4.8k from Boca Chica Beach center

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

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$757
Average price / night
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Gorgeous Ocean View in Paradise, Close to Key West
Gorgeous Ocean View in Paradise, Close to Key West
Apartment
Key West, FL, USA
4.9k from Boca Chica Beach center

Air Conditioner, Pool, Pet Friendly, Security/Safety, Internet, Parking, Balcony/Terrace

1 Bedroom6 Guests
New to Booking
$341
Average price / night
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Blue Gem | Family-Friendly Waterfront  w/Pool, Tiki Bar/Dock (Monthly Stay)
Blue Gem | Family-Friendly Waterfront w/Pool, Tiki Bar/Dock (Monthly Stay)
House
Key West, FL, 33040, United States
4.9k from Boca Chica Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$329
Average price / night
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Parking Pool & Dock - Shellstone House
Parking Pool & Dock - Shellstone House
House
Key West, FL, USA
5.3k from Boca Chica Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

8 Bedrooms16 Guests
New to Booking
$3262
Average price / night
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 Oceanfront Marina Condo With All Luxuries
Oceanfront Marina Condo With All Luxuries
Condo
Key West, FL, 33040, United States
4.9k from Boca Chica Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
9.8

Exceptional

160 reviews

$531
Average price / night
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The Fairhaven House at Solaire Lunara Bay
The Fairhaven House at Solaire Lunara Bay
House
Key West, FL, USA
5.3k from Boca Chica Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom16 Guests
New to Booking
$3719
Average price / night
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3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking
3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking
Condo
Stock Island, FL, 33040, United States
4.9k from Boca Chica Beach center

AC, Elevator, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
9.8

Exceptional

91 reviews

$520
Average price / night
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Parking Pool Dock - Starboard House
Parking Pool Dock - Starboard House
House
Key West, FL, USA
5.4k from Boca Chica Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

8 Bedrooms20 Guests
New to Booking
$2900
Average price / night
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Fisherman's Paradise on the Water
Fisherman's Paradise on the Water
House
Key West, FL, 33040, United States
4.9k from Boca Chica Beach center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$369
Average price / night
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New Waterfront Home - Sunray House
New Waterfront Home - Sunray House
House
Key West, FL, USA
5.4k from Boca Chica Beach center

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

8 Bedrooms16 Guests
New to Booking
$3045
Average price / night
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Beautiful 3 bedroom 2 bath pool house close to Key West
Beautiful 3 bedroom 2 bath pool house close to Key West
House
Big Coppitt Key, FL, 33040, United States
5.0k from Boca Chica Beach center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$400
Average price / night
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Waterfront Luxury Home - Tidelands House
Waterfront Luxury Home - Tidelands House
House
Key West, FL, USA
5.4k from Boca Chica Beach center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

8 Bedrooms16 Guests
New to Booking
$3045
Average price / night
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'Oceanside Oasis' Direct Ocean Views & 3 BR'S
'Oceanside Oasis' Direct Ocean Views & 3 BR'S
Condo
Key West, FL, 33040, United States
5.0k from Boca Chica Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

141 reviews

$516
Average price / night
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New Waterfront Home - Dreamside House
New Waterfront Home - Dreamside House
House
Key West, FL, USA
5.4k from Boca Chica Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

8 Bedrooms16 Guests
New to Booking
$1924
Average price / night
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OCEAN MEMORIES CONDO- 2 Bedroom, 2 Bath Oceanfront w/ Pool & Hot Tub
OCEAN MEMORIES CONDO- 2 Bedroom, 2 Bath Oceanfront w/ Pool & Hot Tub
Condo
Key West, FL, 33040, United States
5.0k from Boca Chica Beach center

AC, Balcony, Dryer, Elevator, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

103 reviews

$703
Average price / night
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Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Apartment
Key West, FL, 33040, United States
5.0k from Boca Chica Beach center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

41 reviews

$654
Average price / night
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3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
Condo
Key West, FL, 33040, United States
5.0k from Boca Chica Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking

5 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$835
Average price / night
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Custom Pool home with Dazzling Ocean Views of the crystal clear Florida Keys waters!
Custom Pool home with Dazzling Ocean Views of the crystal clear Florida Keys waters!
House
Big Coppitt Key, FL, 33040, United States
5.0k from Boca Chica Beach center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Hot Tub, Internet

3 Bedrooms8 Guests
New to Booking
$608
Average price / night
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3 Bedroom 2 Bath Oceanfront Condo quiet and secluded adjacent to Hotel/Marina
3 Bedroom 2 Bath Oceanfront Condo quiet and secluded adjacent to Hotel/Marina
Condo
Key West, FL, 33040, United States
5.0k from Boca Chica Beach center

AC, Dryer, Elevator, Heater, Hot Tub, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

58 reviews

$532
Average price / night
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Beautiful Stock Island Rental ~10 Min from Downtown Key West
Beautiful Stock Island Rental ~10 Min from Downtown Key West
Condo
Key West, FL, 33040, United States
5.2k from Boca Chica Beach center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
9.6

Exceptional

51 reviews

$492
Average price / night
Check Availability

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 Boca Chica Beach.

Where to stay in Boca Chica Beach? Best neighborhoods & areas

Boca Chica Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 313 verified vacation rentals with a pool in Boca Chica 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 Boca Chica Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $281 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Boca Chica 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 Boca Chica Beach welcome pets. Currently, 71 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 Boca Chica Beach often include additional outdoor features such as Pool, View, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Boca Chica 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.