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

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  5.  Ramrod Key
  6.  Breezeswept Beach Estates

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623 Best Vacation Rentals in Breezeswept Beach Estates (Starting from $148)

Cayman Cottage
Cayman Cottage
House
Summerland Key, FL, USA
0.4k from Breezeswept Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$247
Average price / night
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Canal Front Home to Dock and lift your boat in Lower Keys Paradise
Canal Front Home to Dock and lift your boat in Lower Keys Paradise
House
Ramrod Key, FL, 33042, United States
0.0k from Breezeswept Beach Estates center

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

3 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$232
Average price / night
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Experience Coastal Living at its Best Florida Keys
Experience Coastal Living at its Best Florida Keys
House
Summerland Key, FL, USA
0.5k from Breezeswept Beach Estates center

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

1 Bedroom4 Guests
New to Booking
$293
Average price / night
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Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!
Keys On Jamaica: 3BR Waterfront Home, Large Corner Lot on Ramrod Key, Convenient to Atlantic & Gulf!
House
Ramrod Key, FL, 33042, United States
0.1k from Breezeswept Beach Estates center

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

3 Bedrooms8 Guests
9.6

Exceptional

31 reviews

$253
Average price / night
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L`archipel
L`archipel
House
Key West, FL, USA
0.5k from Breezeswept Beach Estates center

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

2 Bedrooms6 Guests
New to Booking
$185
Average price / night
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Paradise in the Lower Keys
Paradise in the Lower Keys
Cottage
Ramrod Key, FL, 33042, United States
0.1k from Breezeswept Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$292
Average price / night
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Cayo Loco
Cayo Loco
House
Little Torch Key, FL, USA
2.6k from Breezeswept Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$188
Average price / night
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Peaceful Florida Retreat with Stunning Waterfront Views, Game Room & High-Speed
Peaceful Florida Retreat with Stunning Waterfront Views, Game Room & High-Speed
House
Ramrod Key, FL, 33042, United States
0.1k from Breezeswept Beach Estates center

3 Bedrooms5 Guests
New to Booking
$287
Average price / night
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Torchbearer - Lower
Torchbearer - Lower
House
Breezeswept Beach Estates, Ramrod Key, Florida, USA
2.6k from Breezeswept Beach Estates center

Guest Services, Parking, Sports/Activities, Laundry, Barbecue/Outdoor Cooking, Internet, Security/Safety

2 Bedrooms6 Guests
New to Booking
$148
Average price / night
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Villa Lucie | Canalfront pool home, 5 bedrooms
Villa Lucie | Canalfront pool home, 5 bedrooms
House
Ramrod Key, FL, 33042, United States
0.2k from Breezeswept Beach Estates center

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

5 Bedrooms10 Guests
New to Booking
$431
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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Cozy 2 Bedroom 1 Bath Canal Front Home On Ramrod Key
Cozy 2 Bedroom 1 Bath Canal Front Home On Ramrod Key
House
Ramrod Key, FL, 33042, United States
0.2k from Breezeswept Beach Estates center

AC, Barbecue, Dryer, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

2 Bedrooms7 Guests
New to Booking
$178
Average price / night
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Love Shack
Love Shack
House
Summerland Key, FL, USA
3.2k from Breezeswept Beach Estates center

Barbecue/Outdoor Cooking, Internet, Security/Safety, Laundry, Child Friendly

2 Bedrooms4 Guests
New to Booking
$150
Average price / night
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Beach Haven 4bed/2bath open water single family
Beach Haven 4bed/2bath open water single family
House
Ramrod, FL, 33042, United States
0.2k from Breezeswept Beach Estates center

AC, Barbecue, Internet, Kitchen, Living Area, No Smoking, TV

4 Bedrooms8 Guests
New to Booking
$685
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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Keys Hideaway
Keys Hideaway
House
Summerland, FL, 33042, United States
0.2k from Breezeswept Beach Estates center

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

3 Bedrooms1 Guest
New to Booking
$243
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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Casa Sirena, FL Keys Canalfront 3BD/2BA home offers a small pool & private dock
Casa Sirena, FL Keys Canalfront 3BD/2BA home offers a small pool & private dock
House
Ramrod Key, FL, 33042, United States
0.3k from Breezeswept Beach Estates center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$263
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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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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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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Keys cottage, oceanfront, dock, fenced backyard
Keys cottage, oceanfront, dock, fenced backyard
House
Summerland Key, FL, 33042, United States
0.3k from Breezeswept Beach Estates center

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

2 Bedrooms4 Guests
10.0

Exceptional

6 reviews

$356
Average price / night
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Lux Canal Front Home w/ Dock, Near Looe Key – Fishing, Diving & Sunsets!
Lux Canal Front Home w/ Dock, Near Looe Key – Fishing, Diving & Sunsets!
House
Ramrod Key, FL, 33042, United States
0.4k from Breezeswept Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$314
Average price / night
Check Availability
Gorgeous 3 Bedroom 2 Bath Canal Front Home With Great Boating
Gorgeous 3 Bedroom 2 Bath Canal Front Home With Great Boating
House
Ramrod Key, FL, 33042, United States
0.4k from Breezeswept Beach Estates center

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

3 Bedrooms6 Guests
New to Booking
$286
Average price / night
Check Availability
Kraken's Cove: 4‑bedroom Ramrod Key escape, minutes from open water
Kraken's Cove: 4‑bedroom Ramrod Key escape, minutes from open water
House
Summerland Key, FL, 33042, United States
0.4k from Breezeswept Beach Estates center

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

4 Bedrooms7 Guests
New to Booking
$318
Average price / night
Check Availability
Cayman Cottage | 3 bed/2 bath canalfront home
Cayman Cottage | 3 bed/2 bath canalfront home
House
Ramrod Key, FL, 33042, United States
0.4k from Breezeswept Beach Estates center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$253
Average price / night
Check Availability
Lower Keys Retreat and Boaters Paradise
Lower Keys Retreat and Boaters Paradise
House
Ramrod Key, FL, 33042, United States
0.4k from Breezeswept Beach Estates center

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

2 Bedrooms8 Guests
9.4

Superb

14 reviews

$189
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 in Breezeswept Beach Estates.

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Frequently Asked Questions

You can explore 623 verified vacation rentals in Breezeswept Beach Estates. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Breezeswept Beach Estates vary depending on the season, property size, and location. Rates typically start from around $148 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Breezeswept Beach Estates include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Breezeswept Beach Estates welcome pets. Currently, 46 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Breezeswept Beach Estates often include amenities such as Laundry, Internet, and Barbecue/Outdoor Cooking. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.