Search Vacation Homes in Summerland Key

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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 ¥31,545
¥94,153 total
includes taxes & fees
Feb 9 - Feb 10
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"Very clean! Good location. "
United States
January M.
The price is ¥54,119
¥123,369 total
includes taxes & fees
Jan 18 - Jan 19
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
The price is ¥33,205
¥96,968 total
includes taxes & fees
Jan 26 - Jan 27
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Vacation Home in Summerland Key

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
The price is ¥56,638
¥119,651 total
includes taxes & fees
Jan 21 - Jan 22
Starlight Serenity - Hideaway w Stunning Views

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 ¥234,808
¥403,195 total
includes taxes & fees
Jan 19 - Jan 20
Azucar - Beach Houses Key West
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Our house was beautiful and right on the water! Great sunrises and beautiful views! Fully equipped with everything you need or want! This home is the best VRBO we have rented! Would love to come back!!"
United States
Loretta F.
The price is ¥36,368
¥108,115 total
includes taxes & fees
Jan 28 - Jan 29
135 Waterfront Property, Boat Dock, Heated Pool, Ocean Views
9.4 out of 10, Exceptional, (101 reviews)
"Great location. "
United States
Davian k.
The price is ¥47,278
¥97,046 total
includes taxes & fees
Jan 23 - Jan 24
SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON 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 ¥42,692
¥94,200 total
includes taxes & fees
Jan 26 - Jan 27
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
The price is ¥40,344
¥107,215 total
includes taxes & fees
Jan 23 - Jan 24
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Vacation Home in Cudjoe Key

Southern Exposure in Cudjoe Key #49
2.0 star property
7.6 out of 10, Good, (4 reviews)
"The house is nice and sitting on the balcony feels like you're floating. It was a nice place to stay"
United States
Colleen G.
The price is ¥38,186
¥107,631 total
includes taxes & fees
Feb 8 - Feb 9
Southern Exposure in Cudjoe Key #49
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 ¥43,612
¥85,381 total
includes taxes & fees
Feb 4 - Feb 5
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
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 ¥47,418
¥96,383 total
includes taxes & fees
Jan 18 - Jan 19
SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
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 ¥51,389
¥105,249 total
includes taxes & fees
Jan 20 - Jan 21
Cudjoe Cottages, swimming pool, just 20 miles from Key West
The price is ¥41,507
¥105,361 total
includes taxes & fees
Jan 28 - Jan 29
Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors

Vacation Home in Upper Sugarloaf Key

The Hemingway - Beach Houses Key West
9.6 out of 10, Exceptional, (8 reviews)
"Perfect location way off the path if you like seclusion."
United States
Jonathan L.
The price is ¥173,932
¥304,979 total
includes taxes & fees
Feb 17 - Feb 18
The Hemingway - Beach Houses Key West
The price is ¥75,898
¥148,254 total
includes taxes & fees
Jan 30 - Jan 31
105 - Newly renovated house Oceanside and Pool

Vacation Home in Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
9.4 out of 10, Exceptional, (19 reviews)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
The price is ¥55,507
¥107,287 total
includes taxes & fees
Feb 16 - Feb 17
Spanish Queen @Venture Out, Cudjoe Key
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 ¥49,808
¥117,387 total
includes taxes & fees
Feb 15 - Feb 16
Reel Island Retreat #273 at Venture Out in the Florida Keys
8.8 out of 10, Excellent, (65 reviews)
"Excellent secluded location but near everything Thanks!!!!!"
United States
Gary D.
The price is ¥71,012
¥190,000 total
includes taxes & fees
Jan 30 - Jan 31
One of the very few beach houses with a daily, rental license in the Keys.
The price is ¥48,978
¥116,769 total
includes taxes & fees
Jan 18 - Jan 19
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
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
623
Accommodation
411 Vacation Homes
Lowest Price
¥85,381
Highest Price
¥403,195