VACATION RENTALS direct by owners Vacation time
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Summerland Key rentals, vacation homes direct from the owners

You will find many studios, apartments, houses and villas for your vacations in Summerland Key. Contact the owners directly on the IHA site and enjoy the best rental rates, promotions and last minute deals that meet your budget. Visit the photo gallery on private rentals for a break with family or friends. All vacation listings on IHA are verified, plan your trip to Summerland Key with absolute confidence!
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$5500 Month
Contact
direct by owners
from $184/Night*
See the rates
Up to-31%
Depending on the season
129 requests already received
Advert 15812PDF
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House 2,150 Sq.ft. in a private property. sea/ocean view
House Rental in Key West #15812 >Swimming pool
Interior facilities
  • 2 Bathroom
  • Living room 205 Sq.ft.
  • Sitting room 150 Sq.ft.
  • Separate kitchen
  • Dining room
  • 2 Queen-size bed(s)
Advantages
  • Ocean vacation
  • Kids welcome
  • Setting : Peaceful, Quiet
  • Downtown at 15.5mi.
4 bedrooms House for rent from 1 to 8 people
House in Key West - Advert 15812
House in Key West - Advert 15812
House in Key West - Advert 15812
House in Key West - Advert 15812
View the advert

$249 Weekend
Contact
direct by owners
Night$229
week$1499
from $125/Night*
See the rates
Up to-44%
Depending on the season
Advert 28313PDF
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Keywestbeachfrontrental Studio Flat 650 Sq.ft. in an apartment house/building. panoramic, unobscured, sea/ocean, swimming pool view
Studio Flat Rental in Key West #28313 >Swimming poolDirect access to the beach
Interior facilities
  • 1 Shower room
  • 1 Toilets
  • Living room 150 Sq.ft.
  • Separate kitchen
  • Dining area
  • Bar area
Advantages
  • Ocean vacation
  • Ideal for couples and honeymoon
  • Setting : Ocean, Suitable for a relaxing break
  • Sea/ocean at <165'
  • Spa, Fishing
Studio Flat for rent from 1 to 2 people
Studio Flat in Key West - Advert 28313
View from the veranda, Studio Flat in Key West - Advert 28313
Overall view, Studio Flat in Key West - Advert 28313
View from the patio, Studio Flat in Key West - Advert 28313
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Breakfast included
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direct by owners
81 requests already received
Advert 64028
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Key West B&B Charming Victorian House < 118 Sq.ft. in a private property. garden/park, street/avenue, fantastic sunset, nightlights view
6 guest rooms
Bed and Breakfast Rental in Key West in a residence and castle #64028 >
Interior facilities
  • Living room
  • Sitting room
  • Dining area
  • Cosy nook
  • Veranda
  • Book collection
Advantages
  • Ocean vacation
  • Ideal for couples and singles
  • Setting : Cultural, Peaceful
  • Gay friendly
  • Golf, Festival, Spa, Culture, Fishing
Bed and Breakfast for rent  in a residence and castle
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$1000 week
Contact
direct by owners
Weekend$450
from $143/Night*
See the rates
Up to-38%
Depending on the season
60 requests already received
Advert 54016
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Luxury Apartment - Flat 860 Sq.ft. in a luxury residence. panoramic, garden/park, fantastic sunset view
Apartment-Flat Rental in Key West #54016 >Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • Living room 205 Sq.ft.
  • Kitchen Area
  • Dining area
  • Tv den
  • Bar area
Advantages
  • Ocean vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Natural, Tropical
  • Sandy beach at 0.93mi.
  • Golf, Spa, Culture, Fishing
2 bedrooms Apartment-Flat for rent for 6 people
Heated swimming pool, Luxury Apartment - Flat in Key West - Advert 54016
Living room, Luxury Apartment - Flat in Key West - Advert 54016
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$1600 week
Contact
direct by owners
from $229/Night*
See the rates
Up to-47%
Depending on the season
Advert 15826PDF
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Lovely Townhouse Condo.....moments from the Gulf Gulfview w/boat slip. Newer and beautifully furnished 3 bedroom, 2.5 bath townhome.

Indigo Reef Villa 1,940 Sq.ft. in a private road. panoramic, sea/ocean, harbour view

Lovely unit with a 31' boat slip directly out your back door. Quiet, immaculate complex with covered parking for one car, and extra guest parking. There are shared charcoal grills on the property, a large 33 X 33 heated pool and hi speed wireless internet. Please note that boat trailers are NOT allowed on the property. We have free locked storage behind our office less than one mile away. Villa Rental in Marathon #15826 >

Swimming poolParkingMooring
Interior facilities
  • 3 Bathroom
  • 2 Shower room
  • 3 Toilets
  • Living room
  • Separate kitchen
  • Dining area
Advantages
  • Ocean vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Nautical, Waterfront
  • Sandy beach at 3mi.
  • Golf, Fishing
3 bedrooms Villa for rent from 1 to 8 people
Villa in Marathon - Advert 15826
Villa in Marathon - Advert 15826
Outside setting, Villa in Marathon - Advert 15826
The property, Villa in Marathon - Advert 15826
View the advert

$22000 Month
Contact
direct by owners
week$6500
from $734/Night*
See the rates
Up to-27%
Depending on the season
Advert 13854
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East Sister Rock Island Luxury Typical House 4,850 Sq.ft. in a private property. panoramic, sea/ocean, swimming pool, fantastic sunset view
House Rental in Marathon #13854 >Swimming poolParkingDirect access to the beach
Interior facilities
  • 2 Bathroom
  • 1 Shower room
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
Advantages
  • Ocean vacation
  • Ideal for family and couples
  • Setting : Ocean, Tropical
  • Marina at 4.5mi.
  • Ecotourism, Family Holiday Destinations
  • Golf, Festival, Culture, Fishing
3 bedrooms House for rent from 1 to 8 people
Fishing, Luxury Typical House in Marathon - Advert 13854
View from the veranda, Luxury Typical House in Marathon - Advert 13854
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$750 week
Contact
direct by owners
from $108/Night*
See the rates
Up to-32%
Depending on the season
37 requests already received
Advert 20124
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House 860 Sq.ft.. sea/ocean view
House Rental in Marathon #20124 >Swimming poolParkingPrivate beach
Interior facilities
  • Veranda
Advantages
  • Ocean vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Tropical
  • Sandy beach at 660'
  • Fishing
2 bedrooms House for rent for 4 people
House in Marathon - Advert 20124
House in Marathon - Advert 20124
View the advert

$2800 week
Contact
direct by owners
from $400/Night*
See the rates
Up to-20%
Depending on the season
14 requests already received
Advert 22913
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South of Reality Villa 1,940 Sq.ft. in a charming property. panoramic, unobscured, sea/ocean, swimming pool view
Villa Rental in Marathon #22913 >Swimming poolParkingPrivate jetty
Interior facilities
  • 3 Bathroom
  • Living room
  • Separate kitchen
  • Dining room
  • Patio
  • 2 Queen-size bed(s)
Advantages
  • Ocean vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Tropical
  • Golf, Fishing
4 bedrooms Villa for rent for 9 people
Panorama, Villa in Marathon - Advert 22913
Ocean, Villa in Marathon - Advert 22913
View the advert