Summerland Key Castle Hotels

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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, (1001)
"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, (1000)
"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, (1000)
"Room was clean and comfortable."
United States
Barbara K
$193 nightly
The price is $217
Dec 14 - Dec 15
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, (49)
"Great area. Quiet and comfortable "
United States
nancy c.
$286 nightly
The price is $317
Dec 14 - Dec 15
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from 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
$169 nightly
The price is $188
Dec 12 - Dec 13
Total with taxes and fees
Canal front lot only. No house or RV. You need to bring your RV.

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.
$391 nightly
The price is $434
Dec 14 - Dec 15
Total with taxes and fees
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Endless Summer Hideaway - lot 181

Endless Summer Hideaway - lot 181
Cudjoe Key
$197 nightly
The price is $210
Dec 12 - Dec 13
Total with taxes and fees
Endless Summer Hideaway - lot 181

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 16 - Dec 17
Total with taxes and fees
Starlight Serenity - Hideaway w Stunning Views

Seabreeze Escape WF RV Lot 489

Seabreeze Escape WF RV Lot 489
Cudjoe Key
8.0 out of 10, Very Good, (1)
$245 nightly
The price is $263
Dec 12 - Dec 13
Total with taxes and fees
Seabreeze Escape WF RV Lot 489

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (121)
"We enjoyed our stay! Great little house and location. "
United States
Lisa K.
$463 nightly
The price is $513
Dec 14 - Dec 15
Total with taxes and fees
Kelly's Kabin - Adorable Private Summerland Key Cottage

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
$817 nightly
The price is $920
Dec 12 - Dec 13
Total with taxes and fees
Atlantic View Luxury Villa with Pool

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

DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (82)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
$504 nightly
The price is $560
Dec 14 - Dec 15
Total with taxes and fees
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key
2.5 star property
Cudjoe Key
9.6 out of 10, Exceptional, (11)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
$585 nightly
The price is $650
Dec 15 - Dec 16
Total with taxes and fees
Island Time #110 Ocean Views - 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
$533 nightly
The price is $592
Dec 14 - Dec 15
Total with taxes and fees
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

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.
$432 nightly
The price is $480
Jan 6 - Jan 7, 2026
Total with taxes and fees
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

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.
$483 nightly
The price is $536
Dec 15 - Dec 16
Total with taxes and fees
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
$540 nightly
The price is $600
Dec 16 - Dec 17
Total with taxes and fees
Starlight Serenity - Hideaway with Stunning Views

Saltwater Serenity #392 - Ocean Views on Cudjoe Key

Saltwater Serenity #392 - Ocean Views on Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (7)
"We had a great time. Everything was as listed. "
United States
Deah C.
$579 nightly
The price is $644
Dec 14 - Dec 15
Total with taxes and fees
Saltwater Serenity #392 - Ocean Views on Cudjoe Key

One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key
8.8 out of 10, Excellent, (65)
"Excellent secluded location but near everything Thanks!!!!!"
United States
Gary D.
$1,186 nightly
The price is $1,316
Dec 15 - Dec 16
Total with taxes and fees
One of the very few beach houses with a daily, rental license in the Keys.

The Hemingway - Beach Houses Key West

The Hemingway - Beach Houses Key West
Upper Sugarloaf Key
9.8 out of 10, Exceptional, (7)
"Perfect location way off the path if you like seclusion."
United States
Jonathan L.
$2,063 nightly
The price is $2,284
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Hemingway - Beach Houses Key West
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 Castles information

Number of reviews
3,578
Accommodation
0 Castles
Lowest Price
$111
Highest Price
$2,284

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