Vacation Rentals with Private Pool in Caribbean Isle, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Pensacola
  6.  Caribbean Isle

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291 Best Vacation Rentals with Private Pool in Caribbean Isle (Starting from $244)

Gulf Island Condo 431
Gulf Island Condo 431
Apartment
Navarre, FL, USA
3.2k from Caribbean Isle center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Condos

3 Bedrooms6 Guests
New to Booking
$377
Average price / night
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July Openings. Family Freindly, pet freinly. Private Pool , Spa, 5 bed 4 bath
July Openings. Family Freindly, pet freinly. Private Pool , Spa, 5 bed 4 bath
House
Navarre, FL, 32566, United States
0.1k from Caribbean Isle center

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

5 Bedrooms16 Guests
9.8

Exceptional

140 reviews

$714
Average price / night
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Endless Summer: Gorgeous 5-bedroom house w/ elevator, pool, putt putt golf, and ping pong table
Endless Summer: Gorgeous 5-bedroom house w/ elevator, pool, putt putt golf, and ping pong table
House
Navarre, FL, 32566, United States
0.2k from Caribbean Isle center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

5 Bedrooms16 Guests
9.6

Exceptional

16 reviews

$1415
Average price / night
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Newly Built Navarre Beach Vacation Rental | 6-Bedrooms, Pool
Newly Built Navarre Beach Vacation Rental | 6-Bedrooms, Pool
House
Navarre, FL, 32566, United States
0.2k from Caribbean Isle center

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

6 Bedrooms22 Guests
New to Booking
$1748
Average price / night
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🏖️ Family-Friendly Home w/ Pool | Walk to the Beach | Paradise on White Sands
🏖️ Family-Friendly Home w/ Pool | Walk to the Beach | Paradise on White Sands
House
Navarre, FL, 32566, United States
0.2k from Caribbean Isle center

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

4 Bedrooms11 Guests
10.0

Exceptional

34 reviews

$1406
Average price / night
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\"Big House\" - The Jewel Of Navarre Beach
\"Big House\" - The Jewel Of Navarre Beach
House
Navarre, FL, 32566, United States
0.3k from Caribbean Isle center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

5 Bedrooms16 Guests
10.0

Exceptional

7 reviews

$937
Average price / night
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Bimini House : Home w/ elevator, pool, hot tub, volleyball court, golf cart, putt putt golf!
Bimini House : Home w/ elevator, pool, hot tub, volleyball court, golf cart, putt putt golf!
House
Navarre, FL, 32566, United States
0.3k from Caribbean Isle center

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

5 Bedrooms15 Guests
10.0

Exceptional

60 reviews

$704
Average price / night
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Awesome Beach House, Private Pool, Gulf View
Awesome Beach House, Private Pool, Gulf View
House
Navarre, FL, 32566, United States
0.3k from Caribbean Isle center

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

5 Bedrooms16 Guests
10.0

Exceptional

9 reviews

$740
Average price / night
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Luxury Gulf View Home with (heated) Private Pool and Hot Tub on Navarre Beach
Luxury Gulf View Home with (heated) Private Pool and Hot Tub on Navarre Beach
House
Navarre Beach, FL, 32566, United States
0.4k from Caribbean Isle center

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

4 Bedrooms16 Guests
10.0

Exceptional

30 reviews

$1116
Average price / night
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Paradise Palms-Private pool home w/ soundviews & 3 min walk to the beach!
Paradise Palms-Private pool home w/ soundviews & 3 min walk to the beach!
House
Navarre, FL, 32566, United States
0.5k from Caribbean Isle center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
10.0

Exceptional

5 reviews

$769
Average price / night
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🐚🌴Peachy Queen | Luxe Pet Friendly Beach Retreat w/ Pool, Views and Golf Cart
🐚🌴Peachy Queen | Luxe Pet Friendly Beach Retreat w/ Pool, Views and Golf Cart
House
Navarre, FL, 32566, United States
0.5k from Caribbean Isle center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

5 Bedrooms20 Guests
10.0

Exceptional

23 reviews

$1010
Average price / night
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Gratitude Island-Gulf View Private Home with Heated Pool and Hot Tub!
Gratitude Island-Gulf View Private Home with Heated Pool and Hot Tub!
House
Navarre, FL, 32566, United States
0.5k from Caribbean Isle center

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

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$1247
Average price / night
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Golden Sands – Private Pool, 5BR + Steps to Emerald Waters of Navarre 🌊
Golden Sands – Private Pool, 5BR + Steps to Emerald Waters of Navarre 🌊
House
Navarre, FL, 32566, United States
0.6k from Caribbean Isle center

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

5 Bedrooms15 Guests
New to Booking
$928
Average price / night
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The Oyster! New Listing! Luxury Gulf Front Home! Pool, Elevator, Game Room
The Oyster! New Listing! Luxury Gulf Front Home! Pool, Elevator, Game Room
House
Navarre, FL, 32566, United States
0.6k from Caribbean Isle center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Free Parking

5 Bedrooms21 Guests
New to Booking
$2614
Average price / night
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Private Pool•Opt Golf Cart•Island Treasure
Private Pool•Opt Golf Cart•Island Treasure
House
Navarre, FL, 32566, United States
0.6k from Caribbean Isle center

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

4 Bedrooms10 Guests
New to Booking
$1101
Average price / night
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The Salt Life 🌴 Gulf-Front Beauty w/ Pool, Elevator, Views & Dune Walkover
The Salt Life 🌴 Gulf-Front Beauty w/ Pool, Elevator, Views & Dune Walkover
House
Navarre, FL, 32566, United States
0.6k from Caribbean Isle center

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

5 Bedrooms18 Guests
9.4

Superb

18 reviews

$953
Average price / night
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Here At Last
Here At Last
House
Navarre Beach, FL, 32566, United States
0.6k from Caribbean Isle center

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

5 Bedrooms15 Guests
9.6

Exceptional

19 reviews

$2054
Average price / night
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Sky High- pup friendly home w/pool, sleeps 26!
Sky High- pup friendly home w/pool, sleeps 26!
House
Navarre, FL, 32566, United States
0.7k from Caribbean Isle center

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

8 Bedrooms26 Guests
9.8

Exceptional

10 reviews

$1641
Average price / night
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Spring/Summer Deal! Gorgeous 6/6 Gulf View Home w/ Pool! Pet friendly too!
Spring/Summer Deal! Gorgeous 6/6 Gulf View Home w/ Pool! Pet friendly too!
House
Navarre, FL, 32566, United States
0.7k from Caribbean Isle center

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

6 Bedrooms20 Guests
10.0

Exceptional

12 reviews

$1124
Average price / night
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Palm Tree Paradise 🌞🌴 Sleeps 32 w/ Gulf Views, Pool, Hot Tub + Event Friendly
Palm Tree Paradise 🌞🌴 Sleeps 32 w/ Gulf Views, Pool, Hot Tub + Event Friendly
House
Pensacola Beach, FL, 32566, United States
0.8k from Caribbean Isle center

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

8 Bedrooms32 Guests
8.0

Good

5 reviews

$1093
Average price / night
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Bright studio in perfect location with water access, pool, grill, & fast WiFi
Bright studio in perfect location with water access, pool, grill, & fast WiFi
Apartment
Navarre Beach, FL, 32566, United States
0.8k from Caribbean Isle center

AC, Barbecue, Kitchen, Microwave, No Smoking, Pool, TV

9.2

Superb

15 reviews

$265
Average price / night
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Cozy coastal condo with water view, pool, central A/C, & easy beach access
Cozy coastal condo with water view, pool, central A/C, & easy beach access
Apartment
Navarre Beach, FL, 32566, United States
0.8k from Caribbean Isle center

AC, Dryer, Elevator, Heater, Internet, Kitchen, Microwave, No Smoking, Pool

9.0

Fabulous

31 reviews

$275
Average price / night
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Lovely Condo with Sunset Views & Shared Pool Access, Snowbirds Welcome
Lovely Condo with Sunset Views & Shared Pool Access, Snowbirds Welcome
Condo
Navarre Beach, FL, 32566, United States
0.8k from Caribbean Isle center

AC, Dryer, Kitchen, Microwave, No Smoking, Pool, TV, Washer

3 Bedrooms6 Guests
New to Booking
$518
Average price / night
Check Availability
Studio with a patio, pool access, and central AC - snowbird friendly
Studio with a patio, pool access, and central AC - snowbird friendly
Apartment
Navarre Beach, FL, 32566, United States
0.8k from Caribbean Isle center

AC, Balcony, Dryer, Elevator, Heater, Internet, Kitchen, Microwave, No Smoking

New to Booking
$244
Average price / night
Check Availability
Beautiful condo with water-view, pool, balcony, central AC, & washer/dryer
Beautiful condo with water-view, pool, balcony, central AC, & washer/dryer
Condo
Navarre Beach, FL, 32566, United States
0.8k from Caribbean Isle center

AC, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking, Pool, TV

3 Bedrooms8 Guests
9.2

Superb

5 reviews

$486
Average price / night
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Bayview condo only steps from the beach w/ shared pool and peaceful location
Bayview condo only steps from the beach w/ shared pool and peaceful location
Condo
Navarre Beach, FL, 32566, United States
0.8k from Caribbean Isle center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Microwave, No Smoking, Pool

1 Bedroom6 Guests
9.0

Fabulous

26 reviews

$315
Average price / night
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Second floor condo with shared pool, high-speed WiFi, and private washer/dryer
Second floor condo with shared pool, high-speed WiFi, and private washer/dryer
Condo
Navarre Beach, FL, 32566, United States
0.8k from Caribbean Isle center

AC, Balcony, Barbecue, Dryer, Heater, Kitchen, Microwave, No Smoking, Pool

3 Bedrooms8 Guests
9.2

Superb

18 reviews

$441
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 Private Pool in Caribbean Isle.

Stay Near Caribbean Isle's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Caribbean Isle Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 291 verified vacation rentals with a private pool in Caribbean Isle. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Caribbean Isle vary depending on the property size, location, and travel season. Rates typically start from around $244 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Caribbean Isle also welcome pets. Currently, 12 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Caribbean Isle often include additional features such as Pool, Private Pool, and Laundry. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Caribbean Isle include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.