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Houses and Condominiums Vacation Rentals in Florida Keys

Houses and Condominiums Vacation Rentals in Florida Keys

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Florida Keys

Guests agree: these stays are highly rated for location, cleanliness, and more.

Private Paradise. OPEN & CLEANED FOR COVID
SUPERHOST
Entire house · 10 guests · 6 beds · 3 baths

Private Paradise. OPEN & CLEANED FOR COVIDMy 4/3 home is in the area known as the "Gateway to the Keys". Enjoy a comfortable stay for 10 people in 4 bed rooms. Great place for families & travelers. Very comfy home, & the back yard has the feel of a true tropical paradise. STRONG WIFI My cleaning crew & I work very hard to keep it clean and sterile due to COVID. NO ADDITIONAL GUESTS & NO DJs. NO PARTIES. I RESERVE THE RIGHT TO ENTER THE HOME IF I FEEL THERE IS AN UNAUTHORIZED PARTY/EVENT. FINES WILL BE APPLIED FOR NOISE VIOLATIONS.

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
SUPERHOST
Entire house · 2 guests · 1 bed · 1 bath

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!Romantic Retreat is a free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon, etc. UN/PW). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.

Family House, 2 K BR's, Private Spa/Deck, 2 pools.
SUPERHOST
Entire house · 6 guests · 3 beds · 1.5 baths

Family House, 2 K BR's, Private Spa/Deck, 2 pools.Family House is decorated in a light, Caribbean motif. It is an historic Cigar Maker's Cottage from 1880's. 2 K memory foam beds upstairs w/32” Smart TV's, Q sleeper sofa (memory foam mattress) in LR with 56” Smart TV. Bring your Netflix, Amazon or other UN and PW for your favorite programming. Bose blue tooth speakers and Alexa Echos. 1/2 bath up, full bath down plus an outdoor private shower. Full kitchen! Perfect for Families! Private rear deck with new 8 person Jacuzzi. 2 heated pools!

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Florida Keys vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Vacation Houses with Jacuzzis / Hot Tubs

Private Paradise. OPEN & CLEANED FOR COVID
SUPERHOSTEntire house
Private Paradise. OPEN & CLEANED FOR COVID
Price:ﺩ.ﺇ816 / night
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
SUPERHOSTEntire house
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
Price:ﺩ.ﺇ1,315 / night
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
SUPERHOSTEntire house
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
Price:ﺩ.ﺇ1,829 / night
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
SUPERHOSTEntire house
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
Price:ﺩ.ﺇ1,283 / night
Lennon's Lodge, Luxury Accommodations for up to 6!
SUPERHOSTEntire house
Lennon's Lodge, Luxury Accommodations for up to 6!
Price:ﺩ.ﺇ1,682 / night
McCartney's Manor - Deluxe K Suite W/Pvt. Spa!
SUPERHOSTEntire house
McCartney's Manor - Deluxe K Suite W/Pvt. Spa!
Price:ﺩ.ﺇ1,205 / night
Daisy Space on a Cudjoe Key Canal
SUPERHOSTEntire house
Daisy Space on a Cudjoe Key Canal
Price:ﺩ.ﺇ988 / night
4BR 3B, Heated Pool & Spa, 60' Dock
SUPERHOSTEntire house
4BR 3B, Heated Pool & Spa, 60' Dock
Price:ﺩ.ﺇ1,837 / night
beautiful house directly at a nice lake
Private room
beautiful house directly at a nice lake
Price:ﺩ.ﺇ327 / night
Sunsets In Palms Paradise
SUPERHOSTEntire house
Sunsets In Palms Paradise
Price:ﺩ.ﺇ1,154 / night
WATERFRONT PARADISE AT VENTURE OUT+ BIKES & KAYAKS
Entire house
WATERFRONT PARADISE AT VENTURE OUT+ BIKES & KAYAKS
Price:ﺩ.ﺇ915 / night
BEAUTIFUL NEAR EVERGLADES, KEY WEST
Private room
BEAUTIFUL NEAR EVERGLADES, KEY WEST
Price:ﺩ.ﺇ257 / night
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Houses Rentals with Waterfronts

Wht.Beach 5 min. Paddle.Hom.1-6ppl/1-30nite (W)
Private room
Wht.Beach 5 min. Paddle.Hom.1-6ppl/1-30nite (W)
Price:ﺩ.ﺇ487 / night
Vida De Aqua - Water Life!
SUPERHOSTEntire house
Vida De Aqua - Water Life!
Price:ﺩ.ﺇ790 / night
BayFront Cottage,Bay Front Porch,Central AC,Beach
Entire house
BayFront Cottage,Bay Front Porch,Central AC,Beach
Price:ﺩ.ﺇ771 / night
Oceanfront, Private Beach, Beach Cottage w/Kayaks
SUPERHOSTEntire house
Oceanfront, Private Beach, Beach Cottage w/Kayaks
Price:ﺩ.ﺇ1,377 / night
Beachfront Villa - Florida Keys
Entire house
Beachfront Villa - Florida Keys
Price:ﺩ.ﺇ1,062 / night
Wht.Bch. 5min Paddle.HomTaverner1-6ppl/1-30nite(3)
Private room
Wht.Bch. 5min Paddle.HomTaverner1-6ppl/1-30nite(3)
Price:ﺩ.ﺇ371 / night
Waterfront Bungalow- Bring Your Boat!
SUPERHOSTEntire house
Waterfront Bungalow- Bring Your Boat!
Price:ﺩ.ﺇ447 / night
Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
SUPERHOSTEntire house
Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
Price:ﺩ.ﺇ773 / night
PVT.Rm/Bath/Entrance. Hm Avail 1-6 guests(2)
Private room
PVT.Rm/Bath/Entrance. Hm Avail 1-6 guests(2)
Price:ﺩ.ﺇ398 / night
Breathtaking Views on the Water!!   Awesome!!!
SUPERHOSTEntire house
Breathtaking Views on the Water!! Awesome!!!
Price:ﺩ.ﺇ614 / night
Barefoot Boathouse
SUPERHOSTEntire house
Barefoot Boathouse
Price:ﺩ.ﺇ551 / night
Beautiful open plan remodeled home in Key Colony
SUPERHOSTEntire house
Beautiful open plan remodeled home in Key Colony
Price:ﺩ.ﺇ588 / night
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Vacation Condominiums with Beachfronts

Bright Cheery Condo, Ocean Views in Key Colony
SUPERHOSTEntire condominium
Bright Cheery Condo, Ocean Views in Key Colony
Price:ﺩ.ﺇ575 / night
Amazing Ocean Front Views, Sleeps 4 Key Colony Bch
SUPERHOSTEntire condominium
Amazing Ocean Front Views, Sleeps 4 Key Colony Bch
Price:ﺩ.ﺇ641 / night
Classic Florida Condo, Key Colony Beach, Sleeps 4
SUPERHOSTEntire condominium
Classic Florida Condo, Key Colony Beach, Sleeps 4
Price:ﺩ.ﺇ512 / night
Key Lime Condo - Key Colony Oceanfront - Sleeps 4
SUPERHOSTEntire condominium
Key Lime Condo - Key Colony Oceanfront - Sleeps 4
Price:ﺩ.ﺇ516 / night
Ocean Blue Condo, Key Colony Beach Heated Pool
SUPERHOSTEntire condominium
Ocean Blue Condo, Key Colony Beach Heated Pool
Price:ﺩ.ﺇ523 / night
Modern Beachfront Steps to Beach/Pool, Key Colony
SUPERHOSTEntire condominium
Modern Beachfront Steps to Beach/Pool, Key Colony
Price:ﺩ.ﺇ559 / night
Exquisite Luxury Oceanfront Complex, Sleeps 4
SUPERHOSTEntire condominium
Exquisite Luxury Oceanfront Complex, Sleeps 4
Price:ﺩ.ﺇ544 / night
2 Bdm Condo Oceanfront Complex, Key Colony Beach
SUPERHOSTEntire condominium
2 Bdm Condo Oceanfront Complex, Key Colony Beach
Price:ﺩ.ﺇ801 / night
Poolside by the Sea,Key Colony Oceanfront Sleeps 4
SUPERHOSTEntire condominium
Poolside by the Sea,Key Colony Oceanfront Sleeps 4
Price:ﺩ.ﺇ559 / night
Oceanfront Breeze Condo Stunning Views, Beach/Pool
SUPERHOSTEntire condominium
Oceanfront Breeze Condo Stunning Views, Beach/Pool
Price:ﺩ.ﺇ693 / night
Ocean view condo with Balcony/Marina view
Entire condominium
Ocean view condo with Balcony/Marina view
Price:ﺩ.ﺇ761 / night
Ocean Views from Every Window - Key Colony Beach
SUPERHOSTEntire condominium
Ocean Views from Every Window - Key Colony Beach
Price:ﺩ.ﺇ606 / night
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