Summerland Key Vacation Rentals & House Rentals - 15 Rentals Available
15 Vacation rentals
Paradise Palms
Summerland Key House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
$142
from $142 / night
Water view Key West vacation from owner
Summerland Key House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$500
from $500 / night
Beautiful Oceanfront 4/2 Home With Heated Pool/Spa
Summerland Key House
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 30 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$233
from $233 / night
Summerland Place
Summerland Key House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$117
from $117 / night
Dolphin Beach
Summerland Key House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$234
from $234 / night
Cove Isles
Summerland Key House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$110
from $110 / night
Caribbean House
Summerland Key House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$84
from $84 / night
Gulf Shores
Summerland Key House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$100
from $100 / night
Blue Lagoon
Summerland Key House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$200
from $200 / night
Ocean Breeze
Summerland Key House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$164
from $164 / night
Caribbean Dream
Summerland Key House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$200
from $200 / night
Villa Cayo
Summerland Key House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$267
from $267 / night
Casa Turquesa
Summerland Key House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$207
from $207 / night
Cruikshank
Summerland Key House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$168
from $168 / night
Big Torch Retreat
Summerland Key House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$100
from $100 / night
Your search has been expanded 2.6 miles to include more rentals
Cudjoe Ocean Shores
Cudjoe Key House - 1.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$97
from $97 / night
Pirate's Cove
Cudjoe Key House - 2 miles away
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$70
from $70 / night
Quiet Waters
Cudjoe Key House - 2 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$90
from $90 / night
Tropical Blue Adventure Waterfront at Venture Out
Cudjoe Key House - 2 miles away
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 2 nights min
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$157
from $157 / night
Tropical Bay
Cudjoe Key House - 2.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 5 5
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$84
from $84 / night
Bahia Azul
Ramrod Key House - 2.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$230
from $230 / night
Paradise Bay
Cudjoe Key House - 2.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$100
from $100 / night
Owl's Nest
Ramrod Key House - 2.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$120
from $120 / night
Coral House
Ramrod Key House - 2.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$119
from $119 / night
5 O'Clock Somewhere
Cudjoe Key House - 2.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$87
from $87 / night
Snowscape - U will want to stay forever! 3/2 CLEAN
Ramrod Key House - 2.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$110
from $110 / night
Kopi Key Place
Cudjoe Key House - 2.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$114
from $114 / night
Breezy Palms
Ramrod Key House - 2.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$140
from $140 / night
Sunset Bay (weekly rental)
Ramrod Key House - 2.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$60
from $60 / night
Mermaid's Rest
Cudjoe Key House - 2.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$127
from $127 / night
Tree House
Ramrod Key House - 2.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$100
from $100 / night
Lafitte Landing
Cudjoe Key House - 2.4 miles away
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$95
from $95 / night
Atlantic Breeze
Cudjoe Key House - 2.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$134
from $134 / night
Egret's Landing
Cudjoe Key House - 2.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$100
from $100 / night
Ramrod Retreat
Ramrod Key House - 2.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$97
from $97 / night
Cudjoe Cottage
Cudjoe Key House - 2.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$114
from $114 / night
Barbados Isle
Ramrod Key House - 2.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$112
from $112 / night
House of the Sun
Ramrod Key House - 2.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$180
from $180 / night
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