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Summerland Key
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Search results; Over 1,000 places in Summerland Key
Over 1,000 places in Summerland Key
Superhost
Superhost
Home in Summerland Key
Waterfront Haven House with Boat Basin & Ramp!
Waterfront
Waterfront
Sea and bay views
,
·
Sea and bay views
Jul 28 – Aug 2
Jul 28 – Aug 2
$415
night
$415 per night
4.87 out of 5 average rating, 63 reviews
4.87 (63)
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 beds
4 beds
Apr 29 – May 4
Apr 29 – May 4
$1,500
night
$1,500 per night
4.45 out of 5 average rating, 11 reviews
4.45 (11)
Home in Summerland Key
Beach House Key West, with a daily rentals license
9 beds
9 beds
Apr 22 – 27
Apr 22 – 27
$1,099
$839
night
$839 per night, originally $1,099
4.59 out of 5 average rating, 27 reviews
4.59 (27)
Home in Summerland Key
Kelly’s Kabin - Private FL Keys Cottage
3 beds
3 beds
May 12 – 17
May 12 – 17
$296
night
$296 per night
4.68 out of 5 average rating, 28 reviews
4.68 (28)
Guest favorite
Guest favorite
Home in Cudjoe Key
May Extravaganza - Relax in Paradise!
4 beds
4 beds
Oct 1 – 8
Oct 1 – 8
$195
night
$195 per night
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Home in Summerland Key
Pelico Palms Sunset Cottage
4 beds
4 beds
Apr 20 – 25
Apr 20 – 25
$335
night
$335 per night
4.91 out of 5 average rating, 23 reviews
4.91 (23)
Apartment in Big Pine Key
New Deluxe Duplex Unit 1 Queen Bed, Full Kitchen
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$299
$127
night
$127 per night, originally $299
4.86 out of 5 average rating, 42 reviews
4.86 (42)
Guest favorite
Guest favorite
Home in Ramrod Key
Canalfront 3BD/2BA|FLKeys|POOL|DOCK
6 beds
6 beds
Mar 6 – 11
Mar 6 – 11
$263
night
$263 per night
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Home in Summerland Key
Powell Family Resort
7 beds
7 beds
Apr 22 – 27
Apr 22 – 27
$850
night
$850 per night
4.86 out of 5 average rating, 35 reviews
4.86 (35)
Home in Big Pine Key
Nature's Paradise-Ingrd Pool-Great Monthly Rental$
4 beds
4 beds
May 15 – 22
May 15 – 22
$168
night
$168 per night
Guest favorite
Guest favorite
Cottage in Little Torch Key
Waterfront Cozy Cottage with Boat Ramp & Dock!
4 beds
4 beds
May 26 – 31
May 26 – 31
$514
night
$514 per night
4.91 out of 5 average rating, 145 reviews
4.91 (145)
Home in Summerland Key
Peaceful Paradise- Summerland Cove!
3 beds
3 beds
Mar 15 – 20
Mar 15 – 20
$399
night
$399 per night
New place to stay
New
Home in Key West
Waterfront Key West House w/Dock
6 beds
6 beds
May 8 – 14
May 8 – 14
$296
night
$296 per night
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Home in Big Pine Key
Home in Big Pine Key
2 beds
2 beds
Apr 23 – 28
Apr 23 – 28
$295
night
$295 per night
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Home in Summerland Key
Pelico Palm Villa
5 beds
5 beds
Apr 22 – 27
Apr 22 – 27
$768
night
$768 per night
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Home in Big Pine Key
Boater's Paradise with Dock
2 beds
2 beds
Feb 19 – 24
Feb 19 – 24
$219
night
$219 per night
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Summerland Key
Waterfront Oceanside 200' Seawall 3/2 Sleeps 6
Waterfront
Waterfront
Kayak
,
·
Kayak
Jul 1 – 6
Jul 1 – 6
$275
night
$275 per night
Guest favorite
Guest favorite
Guest suite in Big Pine Key
Old Island Life
1 queen bed
1 queen bed
Apr 28 – May 3
Apr 28 – May 3
$176
night
$176 per night
4.87 out of 5 average rating, 471 reviews
4.87 (471)
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