Summerland Key Residences

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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, (1004)
"Great place to stary. Staff was very nice."
United States
norka
$99 nightly
The price is $111
Dec 19 - Dec 20
Total with taxes and fees
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
$140 nightly
The price is $158
Jan 5 - Jan 6, 2026
Total with taxes and fees
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
$163 nightly
The price is $184
Dec 17 - Dec 18
Total with taxes and fees
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.
$286 nightly
The price is $317
Dec 17 - Dec 18
Total with taxes and fees
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.
$297 nightly
The price is $330
Dec 17 - Dec 18
Total with taxes and fees
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
$170 nightly
The price is $189
Dec 17 - Dec 18
Total with taxes and fees
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
$348 nightly
The price is $387
Dec 23 - Dec 24
Total with taxes and fees
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.
$334 nightly
The price is $370
Dec 17 - Dec 18
Total with taxes and fees
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.
$465 nightly
The price is $515
Dec 17 - Dec 18
Total with taxes and fees
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
$580 nightly
The price is $653
Dec 17 - Dec 18
Total with taxes and fees
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.
$486 nightly
The price is $539
Dec 17 - Dec 18
Total with taxes and fees
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.
$551 nightly
The price is $613
Jan 10 - Jan 11, 2026
Total with taxes and fees
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)
$279 nightly
The price is $300
Dec 17 - Dec 18
Total with taxes and fees
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)
"We had a great time. Everything was as listed. "
United States
Deah C.
$585 nightly
The price is $650
Dec 17 - Dec 18
Total with taxes and fees
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
$534 nightly
The price is $593
Dec 17 - Dec 18
Total with taxes and fees
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.
$612 nightly
The price is $680
Dec 17 - Dec 18
Total with taxes and fees
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.
$426 nightly
The price is $474
Jan 6 - Jan 7, 2026
Total with taxes and fees
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
$1,075 nightly
The price is $1,209
Jan 11 - Jan 12, 2026
Total with taxes and fees
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
$560 nightly
The price is $621
Dec 17 - Dec 18
Total with taxes and fees
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.
$587 nightly
The price is $652
Dec 17 - Dec 18
Total with taxes and fees
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

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Summerland Key Residences information

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