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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Ramrod Key
  6.  Breezeswept Beach Estates

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341 Best Vacation Rentals with Pool in Breezeswept Beach Estates (Starting from $160)

Parmer's Resort
Parmer's Resort
Resort
Little Torch Key, FL, USA
2.7k from Breezeswept Beach Estates center

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

29 Bedrooms37 Guests
8.6

Fabulous

440 reviews

$215
Average price / night
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Beachfront 3B/3B Fishing Oasis
Beachfront 3B/3B Fishing Oasis
House
Ramrod Key, FL, 33042, United States
0.3k from Breezeswept Beach Estates center

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

3 Bedrooms9 Guests
9.6

Exceptional

4 reviews

$538
Average price / night
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Salty Air Retreat
Salty Air Retreat
House
Little Torch Key, FL, USA
3.0k from Breezeswept Beach Estates center

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

3 Bedrooms8 Guests
New to Booking
$656
Average price / night
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Breezeswept Beach, Waterfront with heated pool
Breezeswept Beach, Waterfront with heated pool
House
Ramrod Key, FL, 33042, United States
0.4k from Breezeswept Beach Estates center

AC, Dryer, Internet, Laundry, No Smoking, Pool, Washer

2 Bedrooms4 Guests
New to Booking
$271
Average price / night
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Sunset Retreat
Sunset Retreat
House
Big Pine Key, FL, USA
3.7k from Breezeswept Beach Estates center

Barbecue/Outdoor Cooking, Pool, Internet, Laundry, Child Friendly

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
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Gorgeous 4 bedroom 5 bath pool home with excellent boating
Gorgeous 4 bedroom 5 bath pool home with excellent boating
House
Ramrod Key, FL, 33042, United States
0.5k from Breezeswept Beach Estates center

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

4 Bedrooms8 Guests
New to Booking
$615
Average price / night
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Skyway Living
Skyway Living
House
Summerland Key, FL, USA
4.2k from Breezeswept Beach Estates center

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

2 Bedrooms6 Guests
New to Booking
$237
Average price / night
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Keys Breeze: 3BR Ramrod Retreat w/ Dockage, Atlantic & Gulf Access, Parking & Dog-Friendly Comfort
Keys Breeze: 3BR Ramrod Retreat w/ Dockage, Atlantic & Gulf Access, Parking & Dog-Friendly Comfort
House
Summerland Key, FL, 33042, United States
0.6k from Breezeswept Beach Estates center

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

3 Bedrooms8 Guests
New to Booking
$403
Average price / night
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RV In The Keys a Tropical Retreat
RV In The Keys a Tropical Retreat
House
Big Pine Key, FL, USA
4.4k from Breezeswept Beach Estates center

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

1 Bedroom4 Guests
New to Booking
$178
Average price / night
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Private House Facing the Ocean with Heated Pool/Spa
Private House Facing the Ocean with Heated Pool/Spa
House
RAMROD KEY, FL, 33042, United States
0.6k from Breezeswept Beach Estates center

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

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$347
Average price / night
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Summerland Canal
Summerland Canal
House
Summerland Key, FL, USA
4.4k from Breezeswept Beach Estates center

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

2 Bedrooms5 Guests
New to Booking
$160
Average price / night
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Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
House
Ramrod Key, FL, 33065, United States
0.7k from Breezeswept Beach Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

80 reviews

$808
Average price / night
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Fishermen`s Paradise
Fishermen`s Paradise
House
Big Pine Key, FL, USA
6.8k from Breezeswept Beach Estates center

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

3 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1127
Average price / night
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Oceanfront Rental With Heated Pool, Dock & Tiki Hut
Oceanfront Rental With Heated Pool, Dock & Tiki Hut
House
Ramrod Key, FL, 33042, United States
0.7k from Breezeswept Beach Estates center

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

3 Bedrooms8 Guests
10.0

Exceptional

28 reviews

$366
Average price / night
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Turtle Cove Views by Last Key Realty
Turtle Cove Views by Last Key Realty
House
Cudjoe Key, FL, USA
6.8k from Breezeswept Beach Estates center

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

2 Bedrooms6 Guests
7.0

Good

1 reviews

$513
Average price / night
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Mermaid House! Pool, Dockage, Outdoor Bar!
Mermaid House! Pool, Dockage, Outdoor Bar!
House
Ramrod Key, FL, 33042, United States
0.9k from Breezeswept Beach Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$446
Average price / night
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Tiki Beach - Big Pine Key
Tiki Beach - Big Pine Key
House
Big Pine Key, FL, USA
6.8k from Breezeswept Beach Estates center

Pool, Parking, Security/Safety, View, Sports/Activities, Spa, Barbecue/Outdoor Cooking

4 Bedrooms10 Guests
New to Booking
$831
Average price / night
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Ocean front paradise in Little Torch Key
Ocean front paradise in Little Torch Key
House
Little Torch Key, FL, 33042, United States
1.7k from Breezeswept Beach Estates center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$569
Average price / night
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Island Oasis ~ YOUR Paradise Awaits!
Island Oasis ~ YOUR Paradise Awaits!
House
Breezeswept Beach Estates, Ramrod Key, Florida, USA
6.8k from Breezeswept Beach Estates center

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

2 Bedrooms6 Guests
7.4

Good

5 reviews

$386
Average price / night
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Unique Waterfront Dome Home with Dock & Pool – Little Torch Key
Unique Waterfront Dome Home with Dock & Pool – Little Torch Key
House
Summerland Key, FL, 33042, United States
1.8k from Breezeswept Beach Estates center

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

2 Bedrooms6 Guests
New to Booking
$218
Average price / night
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Pelican's Roost, Waterfront comfort at Venture Out
Pelican's Roost, Waterfront comfort at Venture Out
House
Cudjoe Key, FL, USA
6.9k from Breezeswept Beach Estates center

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

2 Bedrooms5 Guests
9.2

Superb

15 reviews

$303
Average price / night
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Beautiful 2/2 Waterfront Designer Home for your family vacation
Beautiful 2/2 Waterfront Designer Home for your family vacation
House
Little Torch Key, FL, 33042, United States
1.8k from Breezeswept Beach Estates center

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

2 Bedrooms6 Guests
9.8

Exceptional

38 reviews

$207
Average price / night
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5 Pirate's - Pool & seawall for boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
5 Pirate's - Pool & seawall for boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
House
Little Torch Key, FL, 33042, United States
1.8k from Breezeswept Beach Estates center

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

3 Bedrooms7 Guests
9.6

Exceptional

5 reviews

$322
Average price / night
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7 Seas Bring your boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
7 Seas Bring your boat.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
House
Little Torch Key, FL, 33042, United States
1.8k from Breezeswept Beach Estates center

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

3 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$314
Average price / night
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FLORIDA KEYS PARADISE! HEATED SWIMMING POOL
FLORIDA KEYS PARADISE! HEATED SWIMMING POOL
House
Little Torch Key, FL, 33042, United States
1.9k from Breezeswept Beach Estates center

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

3 Bedrooms8 Guests
9.8

Exceptional

9 reviews

$435
Average price / night
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Newer Construction Private Luxury Waterfront Home w/ Heated Pool
Newer Construction Private Luxury Waterfront Home w/ Heated Pool
House
Little Torch Key, FL, 33042, United States
1.9k from Breezeswept Beach Estates center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$478
Average price / night
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Waterfront Beach House with Dock & Heated Pool!
Waterfront Beach House with Dock & Heated Pool!
House
Summerland Key, FL, 33042, United States
2.0k from Breezeswept Beach Estates center

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

4 Bedrooms8 Guests
New to Booking
$969
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 Breezeswept Beach Estates.

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Breezeswept Beach Estates Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 341 verified vacation rentals with a pool in Breezeswept Beach Estates. 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 Breezeswept Beach Estates vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $160 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Breezeswept Beach Estates 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 Breezeswept Beach Estates welcome pets. Currently, 38 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 Breezeswept Beach Estates often include additional outdoor features such as Pool, Laundry, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Breezeswept Beach Estates 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.