Breezeswept Beach Estates Hotels, Summerland Key

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807 Cheap Hotels in Breezeswept Beach Estates - Specials, Reviews, & Last Minute Deals

Pool
Oceanfront RV Lot with 40' Seawall
10.0 out of 10, Exceptional, (1)
"Location was PERFECT!! Just as described & we can’t wait to visit Venture Out again in summer 2024!!"
Oceanfront RV Lot with 40' Seawall
Aerial view
SPACIOUS RV IN THE KEYS
10.0 out of 10, Exceptional, (2)
"We started our trip by spending two nights in key west but also wanted to spend in a less populated are to experience the more nature oriented part of the keys. The RV was clean and convenient to the overseas highway and the National Key Deer Refuge. There were no problems with our stay."
The price is NZ$241
per night
27 May - 28 May
SPACIOUS RV IN THE KEYS
Pool
Bungalows at Sugarloaf Beach - The Hemingway
10.0 out of 10, Exceptional, (3)
"Great place to sit back and relax! Lots of peaceful places to hangout with the family. Awesome to walk out right onto the beach (aside from all the seaweed that floated in). Loved the clear kayak and paddle board! So much sea life. Lagoon pool was the best! Wish we had more days."
The price is NZ$2,894
per night
30 May - 31 May
Bungalows at Sugarloaf Beach - The Hemingway
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Exterior
Little Palm Island Resort & Spa - A Noble House Resort
4.5 star property
9.8 out of 10, Exceptional, (42)
"fabulous accommodation and staff...service is superb"
Little Palm Island Resort & Spa - A Noble House Resort
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (167)
"We kept our boat there and it was perfect it was blowing and the canal stayed protected from waves and they had everything you needed on site would definitely stay again."
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Fridge, microwave, oven, stovetop
ISLAND PARADISE
9.8 out of 10, Exceptional, (27)
"Island Paradise is one of the best equiped vrbo locations we have stayed at. We would rank it one of our top 3. The kitchen is well stocked with spices and cooking implements. The owner provided plenty of beach equipment to take in a day at the beach and also provided bikes to take out and explore the resort area. Joan was very attentive to our needs, an excellent host. I would highly recommend staying here if you are looking for a quiet location away from the hustle and bustle of Key West....
ISLAND PARADISE
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (182)
"Very nice"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Outdoor pool, a heated pool
Waterfront Venture Out Home
9.6 out of 10, Exceptional, (9)
"What a wonderful place to stay in while visiting Florida Keys. Love the location and was very homey. Thank you"
Waterfront Venture Out Home
Pool
Bungalows at Sugarloaf Beach - The Lighthouse
9.6 out of 10, Exceptional, (7)
"Stop thinking about it and BOOK this stay!! Absolutely the best place I stayed out all round, the bungalow was adorable, clean and stocked. The communication was quick and friendly. The little resort was perfect, beautiful and breathtaking! My boyfriend and I stayed for a 3 day romantic getaway and I am already excited to go back again and rent a bigger unit to take the kids. Not one bad thing everything was perfect! I'll say it again stop looking and comparing and just BOOK IT!!"
Bungalows at Sugarloaf Beach - The Lighthouse
Sun-loungers, beach towels
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (38)
"Relaxed property away from the hub of key west. Access to everything the keys has to offer with your own little slice of heaven at the end of day. Excellent host and communication. Already planning next years trip!!"
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Sun-loungers, beach towels
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (137)
"Excellent stay. Very comfortable."
Comfortable Waterfront Vacation Rental
Property grounds
Cheerful Tiny House on 30 min from Key
9.4 out of 10, Exceptional, (18)
"Very clean, place to stay. Really enjoyed the outside area at night, the lighting was a nice touch!"
The price is NZ$555
per night
3 Jun - 4 Jun
Cheerful Tiny House on 30 min from Key
Aerial view
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
9.4 out of 10, Exceptional, (13)
"Good stay but security very strict couldnt even have a drink pool side not even a glass bottle it was plastic cup"
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
Pool
Cozy, Perfect Conch Cottage!
9.2 out of 10, Wonderful, (29)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
Beach
SEA SHELL COTTAGE UNIT #2
9.2 out of 10, Wonderful, (7)
"Nice, quiet, relaxing, reasonably priced with a lovely pool outside our door!"
SEA SHELL COTTAGE UNIT #2
Fridge, microwave, dishwasher, coffee/tea maker
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"Great amenities and location."
Blue Lobster Lodge - Venture Out #543
View from property
Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1000)
"Everything was perfect!! I will recommend to all my friends and family…"
The price is NZ$268
per night
27 May - 28 May
Parmer's Resort
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (128)
"Family oriented, quite and safe. "
Sunshine Key RV Resort & Marina
Beach
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (34)
"This property is super cute. Convenient for being close to Key West without the price of Key West. We VERY much enjoyed our 3 night stay. Our property (#15) had a little grill outside so we were able to cookout one night of our stay. Make sure you stop at Publix or Winn Dixie before getting there it is a litle trek to get to grocery store. I would also suggest bringing a few extra bath towels, our cottage only had 3 and 4 adults. Most things you would need, pots, pans, silverware, cups, coffee...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
2 Bedroom Aqua Lodge # 13 Barracuda | Living area
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (120)
"Loved the view. House was ok. But the soap!!! Ugh. Understand that it is necessary for water boats but just never felt clean. Personal thing. Won't stop us from coming back tho :-)"
The price is NZ$252
per night
15 May - 16 May
Old Wooden Bridge Resort and Marina
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's it like in Breezeswept Beach Estates?

Travellers will be sure to find plenty to entertain them in Summerland Key's Breezeswept Beach Estates neighbourhood.

What's the best accommodation in Breezeswept Beach Estates?

For your stay in Breezeswept Beach Estates, Beautiful House on Ramrod Key and water access. is one of the top choices based on our traveller data.

How many hotels should I expect to find in Breezeswept Beach Estates?

If you're searching for places to stay in Summerland Key, Expedia has something to meet your needs with 52 Breezeswept Beach Estates hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Breezeswept Beach Estates, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Enter dates in and click on "Search", then filter by "fully refundable" to get top deals in Breezeswept Beach Estates.

What is there to do around this Summerland Key neighbourhood?

A few places to visit in the area around Breezeswept Beach Estates include Newfound Harbor Keys, Munson Island and Big Munson Island. Hopkins Island and Cook Island are also worth a visit when you're out sightseeing in Summerland Key.