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Recommended hotels in Summerland Key

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1005)
"Great place to stary. Staff was very nice."
United States
norka
The price is ¥15,322
¥17,238 total
includes taxes & fees
Dec 19 - Dec 20
Sugar Loaf Lodge

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1003)
"Was nice roo.s and close to my charter boat captain "
United States
Nicholas
Looe Key Reef Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1001)
"Room was clean and comfortable."
United States
Barbara K
The price is ¥29,112
¥37,801 total
includes taxes & fees
Dec 19 - Dec 20
Parmer's Resort

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.2 out of 10, Very Good, (50)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is ¥24,376
¥53,484 total
includes taxes & fees
Dec 19 - Dec 20
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (120)
"Jennifer was very nice and accommodating."
United States
Randy G.
The price is ¥24,763
¥50,997 total
includes taxes & fees
Dec 19 - Dec 20
Charming cottages, dockage, pool, just minutes to Key West

Canal front lot only. No house or RV. You need to bring your RV.

Canal front lot only. No house or RV. You need to bring your RV.
Cudjoe Key
The price is ¥23,061
¥29,040 total
includes taxes & fees
Dec 19 - Dec 20
Canal front lot only. No house or RV. You need to bring your RV.

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (12)
"The owners were fantastic to deal with and the house was great. "
United States
Anonymous traveler
The price is ¥24,757
¥60,159 total
includes taxes & fees
Dec 23 - Dec 24
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
9.0 out of 10, Wonderful, (89)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
United States
Jennifer D.
The price is ¥24,376
¥57,275 total
includes taxes & fees
Dec 21 - Dec 22
Canal front, dockage, 2 bedroom, 2 bath

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (122)
"We enjoyed our stay! Great little house and location. "
United States
Lisa K.
The price is ¥31,341
¥79,310 total
includes taxes & fees
Dec 21 - Dec 22
Kelly's Kabin - Adorable Private Summerland Key Cottage

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is ¥69,216
¥129,580 total
includes taxes & fees
Dec 22 - Dec 23
Starlight Serenity - Hideaway w Stunning Views

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cutthroat Harbor Estates
8.4 out of 10, Very Good, (118)
"Great experience "
United States
Peyton S.
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (101)
"Great location. "
United States
Davian k.
The price is ¥46,276
¥94,835 total
includes taxes & fees
Jan 10 - Jan 11, 2026
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Seabreeze Escape WF RV Lot 489

Seabreeze Escape WF RV Lot 489
Cudjoe Key
8.0 out of 10, Very Good, (1)
The price is ¥26,311
¥46,470 total
includes taxes & fees
Dec 19 - Dec 20
Seabreeze Escape WF RV Lot 489

Saltwater Serenity #392 - Ocean Views on Cudjoe Key

Saltwater Serenity #392 - Ocean Views on Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (8)
"The property was really nice and super clean! Easy access and quiet neighborhood."
United States
VANESSA T.
The price is ¥36,564
¥99,949 total
includes taxes & fees
Dec 19 - Dec 20
Saltwater Serenity #392 - Ocean Views on Cudjoe Key

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
The price is ¥29,252
¥90,950 total
includes taxes & fees
Dec 19 - Dec 20
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (19)
"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 ¥58,316
¥109,888 total
includes taxes & fees
Dec 19 - Dec 20
Spanish Queen @Venture Out, Cudjoe Key

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
7.6 out of 10, Good, (13)
"Good experience. The property is well place and the Venture is really nice and quiet."
United States
Primeau J.
The price is ¥34,514
¥73,343 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is ¥87,475
¥159,641 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Atlantic View Luxury Villa with Pool

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
2.0 star property
Cudjoe Key
The price is ¥32,502
¥95,998 total
includes taxes & fees
Dec 19 - Dec 20
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key
2.5 star property
Cudjoe Key
9.4 out of 10, Exceptional, (12)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
The price is ¥36,564
¥99,949 total
includes taxes & fees
Dec 19 - Dec 20
Island Time #110 Ocean Views - Cudjoe Key
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 Residences information

Number of reviews
3,663
Accommodation
0 Residences
Lowest Price
¥17,238
Highest Price
¥159,641

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