Vacation Rentals with Pool in Bonefish Bay, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Islamorada
  6.  Bonefish Bay

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155 Best Vacation Rentals with Pool in Bonefish Bay (Starting from $156)

Beachfront Villa at Islamorada BY THE GLAMHOMES
Beachfront Villa at Islamorada BY THE GLAMHOMES
Villa
Islamorada, FL, USA
0.2k from Bonefish Bay center

Internet, View, Private Beach, Oceanfront, Sports/Activities, Ocean View, Fireplace/Heating

4 Bedrooms6 Guests
1.0

Review score

1 reviews

$7615
Average price / night
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Oceanfront 3 bedroom with dock
Oceanfront 3 bedroom with dock
House
Islamorada, FL, 33036, United States
0.1k from Bonefish Bay center

AC, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
New to Booking
$1175
Average price / night
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Matecumbe Resort
Matecumbe Resort
Apartment
Islamorada, FL, USA
0.8k from Bonefish Bay center

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

32 Bedrooms26 Guests
8.4

Very Good

332 reviews

$214
Average price / night
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Sunset Reef - Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs
Sunset Reef - Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs
House
Islamorada, FL, 33036, United States
0.1k from Bonefish Bay center

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

4 Bedrooms10 Guests
10.0

Exceptional

79 reviews

$1245
Average price / night
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Beach Residence Private overwater dock Heated Pool Mahi Key
Beach Residence Private overwater dock Heated Pool Mahi Key
House
Islamorada, FL, USA
0.9k from Bonefish Bay center

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

3 Bedrooms6 Guests
New to Booking
$1282
Average price / night
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Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool
Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool
House
Islamorada, FL, 33036, United States
0.2k from Bonefish Bay center

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

2 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$232
Average price / night
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Waterfront Wonder
Waterfront Wonder
House
Islamorada, FL, USA
1.4k from Bonefish Bay center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Hot tubs

6 Bedrooms12 Guests
New to Booking
$1007
Average price / night
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Stunning Oceanfront Home located in Islamorada Florida
Stunning Oceanfront Home located in Islamorada Florida
House
Lower Metecumbe, FL, 33036, United States
0.2k from Bonefish Bay center

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

5 Bedrooms10 Guests
10.0

Exceptional

77 reviews

$2399
Average price / night
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Key Lime Cottage in the heart of Islamorada
Key Lime Cottage in the heart of Islamorada
House
Bonefish Bay, Islamorada, Florida, USA
1.4k from Bonefish Bay center

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

2 Bedrooms5 Guests
9.3

Superb

3 reviews

$308
Average price / night
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Oceanfront Estate on Islamorada, Florida Keys - Ocean Oasis of Islamorada
Oceanfront Estate on Islamorada, Florida Keys - Ocean Oasis of Islamorada
House
Islamorada, FL, 33036, United States
0.3k from Bonefish Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Microwave

5 Bedrooms12 Guests
4.0

Review score

1 reviews

$1991
Average price / night
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Castaway Island Vacation Bungalow
Castaway Island Vacation Bungalow
Villa
Islamorada, FL, USA
1.5k from Bonefish Bay center

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

2 Bedrooms4 Guests
New to Booking
$560
Average price / night
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2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Resort
Islamorada, FL, 33036, United States
0.3k from Bonefish Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.4

Superb

3 reviews

$371
Average price / night
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Ocean View Two Duplex Penthouses Retreat amenities: tennis court heated Pool Vista Key
Ocean View Two Duplex Penthouses Retreat amenities: tennis court heated Pool Vista Key
Apartment
Islamorada, FL, USA
2.1k from Bonefish Bay center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom18 Guests
New to Booking
$1388
Average price / night
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Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.
Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.
House
Islamorada, FL, 33036, United States
0.3k from Bonefish Bay center

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

5 Bedrooms10 Guests
10.0

Exceptional

45 reviews

$2095
Average price / night
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Ocean View Duplex Penthouse Retreat amenities: tennis court heated Pool Vista Key One
Ocean View Duplex Penthouse Retreat amenities: tennis court heated Pool Vista Key One
Apartment
Islamorada, FL, USA
2.3k from Bonefish Bay center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Hot tubs, Places to stay

1 Bedroom10 Guests
New to Booking
$880
Average price / night
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Experience paradise at 75731 Overseas Highway, a stunning 4-bedroom retreat in Islamorada.
Experience paradise at 75731 Overseas Highway, a stunning 4-bedroom retreat in Islamorada.
House
Islamorada, FL, 33036, United States
0.4k from Bonefish Bay center

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

4 Bedrooms10 Guests
8.4

Very Good

21 reviews

$1352
Average price / night
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Ocean View Penthouse Retreat amenities: tennis court heated Pool Vista Key Two
Ocean View Penthouse Retreat amenities: tennis court heated Pool Vista Key Two
Apartment
Islamorada, FL, USA
2.3k from Bonefish Bay center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$582
Average price / night
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Keys Villa
Keys Villa
Resort
Islamorada, FL, 33036, United States
0.5k from Bonefish Bay center

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

2 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$384
Average price / night
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Palms 309
Palms 309
House
Islamorada, FL, USA
6.5k from Bonefish Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach

2 Bedrooms5 Guests
New to Booking
$174
Average price / night
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Luxury Waterfront Home with Sandy Beach, Hot Tub and Theater
Luxury Waterfront Home with Sandy Beach, Hot Tub and Theater
Villa
Islamorada, FL, 33060, United States
0.5k from Bonefish Bay center

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

4 Bedrooms12 Guests
9.4

Superb

6 reviews

$2108
Average price / night
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Palms 301
Palms 301
House
Islamorada, FL, USA
6.6k from Bonefish Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach

2 Bedrooms6 Guests
New to Booking
$156
Average price / night
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Private Beach / Private overwater dock / Heated Pool / Mahi Key
Private Beach / Private overwater dock / Heated Pool / Mahi Key
House
Islamorada, FL, 33036, United States
0.6k from Bonefish Bay center

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

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$3430
Average price / night
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Beachfront Villa w/ Pier & Pool
Beachfront Villa w/ Pier & Pool
Condo
Islamorada, FL, 33036, United States
0.6k from Bonefish Bay center

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

2 Bedrooms6 Guests
8.0

Good

6 reviews

$263
Average price / night
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Sandy Beach Cove🏝️🏖️  Gated Private Beach Home Plus Cottage Oasis , With Dock
Sandy Beach Cove🏝️🏖️ Gated Private Beach Home Plus Cottage Oasis , With Dock
House
Islamorada, FL, 33036, United States
0.7k from Bonefish Bay center

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

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$747
Average price / night
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Relax in this spacious 3BR home in Islamorada with a private pool!
Relax in this spacious 3BR home in Islamorada with a private pool!
House
Islamorada, FL, 33036, United States
0.9k from Bonefish Bay center

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

3 Bedrooms6 Guests
New to Booking
$515
Average price / night
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Beach Dream House, relax and enjoy the clear waters of Islamorada  FL
Beach Dream House, relax and enjoy the clear waters of Islamorada FL
House
Islamorada, FL, 33036, United States
0.9k from Bonefish Bay center

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

2 Bedrooms6 Guests
10.0

Exceptional

49 reviews

$816
Average price / night
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Luxurious Home with POOL
Luxurious Home with POOL
House
Islamorada, FL, 33036, United States
0.9k from Bonefish Bay center

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

3 Bedrooms8 Guests
10.0

Exceptional

41 reviews

$515
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 Bonefish Bay.

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Bonefish Bay Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 155 verified vacation rentals with a pool in Bonefish Bay. 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 Bonefish Bay vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $156 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Bonefish Bay 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 Bonefish Bay welcome pets. Currently, 24 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 Bonefish Bay 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 Bonefish Bay 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.