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Our top choices for Summerland Key vacation homes

2.5 star property
9.2 out of 10, Wonderful, (7 reviews)
"Close to Key West. Would stay there again!!"
United States
elisa b.
The price is ¥31,527
¥95,521 total
includes taxes & fees
Jan 19 - Jan 20
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Vacation Home in Summerland Key

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
The price is ¥58,194
¥121,616 total
includes taxes & fees
Jan 28 - Jan 29
Starlight Serenity - Hideaway w Stunning Views
9.4 out of 10, Exceptional, (101 reviews)
"Great location. "
United States
Davian k.
The price is ¥47,251
¥98,413 total
includes taxes & fees
Jan 22 - Jan 23
SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
The price is ¥33,186
¥95,491 total
includes taxes & fees
Jan 15 - Jan 16
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
7.6 out of 10, Good, (13 reviews)
"Good experience. The property is well place and the Venture is really nice and quiet."
United States
Primeau J.
The price is ¥43,780
¥85,710 total
includes taxes & fees
Feb 4 - Feb 5
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
8.8 out of 10, Excellent, (157 reviews)
"Great location , clear communications and listing accuracy. Will be coming back again "
United States
Kirk D.
The price is ¥42,668
¥93,514 total
includes taxes & fees
Jan 19 - Jan 20
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
9.8 out of 10, Exceptional, (82 reviews)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
The price is ¥47,251
¥96,201 total
includes taxes & fees
Jan 15 - Jan 16
SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Vacation Home in Upper Sugarloaf Key

Palm - Beach Houses Key West
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful! Pool was amazing!"
United States
Jennifer B.
The price is ¥172,964
¥303,222 total
includes taxes & fees
Jan 15 - Jan 16
Palm - Beach Houses Key West
The price is ¥46,168
¥112,814 total
includes taxes & fees
Jan 28 - Jan 29
Starlight Serenity - Hideaway with Stunning Views
10.0 out of 10, Exceptional, (1 review)
"Very clean! Good location. "
United States
January M.
The price is ¥53,928
¥122,933 total
includes taxes & fees
Jan 18 - Jan 19
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
8.0 out of 10, Very Good, (1 review)
"It was a short trip but we enjoyed our stay! "
United States
Jennifer S.
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape
8.4 out of 10, Very Good, (120 reviews)
"Great experience "
United States
Peyton S.
The price is ¥51,360
¥105,190 total
includes taxes & fees
Jan 17 - Jan 18
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Vacation Home in Sugarloaf Key

Azucar - Beach Houses Key West
10.0 out of 10, Exceptional, (10 reviews)
"The location of the home is great, beautiful and peaceful.Enjoyed the pool."
United States
Rachel N.
The price is ¥174,244
¥314,163 total
includes taxes & fees
Jan 15 - Jan 16
Azucar - Beach Houses Key West
9.6 out of 10, Exceptional, (7 reviews)
"We really enjoyed our stay here. We really loved sitting on the back porch by the water and the closeness to the community pool and courts. "
United States
Lindsay C.
The price is ¥50,148
¥118,507 total
includes taxes & fees
Feb 5 - Feb 6
Reel Island Retreat #273 at Venture Out in the Florida Keys
8.8 out of 10, Excellent, (150 reviews)
"Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. "
United States
bryan c.
The price is ¥51,360
¥104,558 total
includes taxes & fees
Jan 19 - Jan 20
Cudjoe Cottages, swimming pool, just 20 miles from Key West
The price is ¥41,483
¥105,300 total
includes taxes & fees
Jan 15 - Jan 16
Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors
The price is ¥40,321
¥107,153 total
includes taxes & fees
Jan 15 - Jan 16
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
8.6 out of 10, Excellent, (90 reviews)
"We had a great time and will be back. "
United States
Michelle K.
The price is ¥63,212
¥130,256 total
includes taxes & fees
Feb 4 - Feb 5
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
8.8 out of 10, Excellent, (65 reviews)
"Excellent secluded location but near everything Thanks!!!!!"
United States
Gary D.
The price is ¥71,497
¥191,298 total
includes taxes & fees
Jan 25 - Jan 26
One of the very few beach houses with a daily, rental license in the Keys.
10.0 out of 10, Exceptional, (12 reviews)
"outstanding views and house is spotless!"
United States
Virginia L.
The price is ¥58,506
¥140,367 total
includes taxes & fees
Jan 20 - Jan 21
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
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.
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Top Summerland Key Hotel Reviews

Find out more about Summerland Key

Summerland Key Vacation Homes information

Number of reviews
820
Accommodation
411 Vacation Homes
Lowest Price
¥85,710
Highest Price
¥314,163