Updating...
Match: Children under 5
All filters matchPrice per night from
$241
Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
Sugarloaf house
- 5 bedrooms
- 3 bathrooms
- sleeps 8
Match: Children under 5
All filters matchPrice per night from
$333
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and
Sugarloaf house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
Responds fast! avg. 2 hours 34 minutes
Match: Children under 5
All filters matchPrice per night from
$458
Great rentals within 20 miles that match your search
Fisherman's Paradise in the Heart of Big Pine Key
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Children under 5
All filters matchPrice per night from
$114
30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Children under 5
All filters matchPrice per night from
$161
“Location, Location, Location” We were a group of 8 and rented the entire compound! The place was in an amazing location that was easily accessible to everything. We had everything we needed onsite and if we had any questions, Phyllis was always just a phone call away. The music and talking at night from the cigar lounge was a bit loud, but nothing we couldn't tolerate. The only suggestion I'd make is to buy an ionizer for the first two units to help with the cigar smell....again, nothing intolerable, but could make a world of difference. Can't wait to come back for another visit! THANK YOU!
Match: Children under 5
All filters matchPrice per night from
$1,303
Match: Children under 5
All filters matchPrice per night from
$622
2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was wonderful to have our privacy (2 BR/2 baths) but still be able to share the kitchen/living room area with our friends. We had a rental car so found the location easy for shopping, dining, sightseeing on other keys and, of course, Duval Street.
Match: Children under 5
All filters matchPrice per night from
$488
Match: Children under 5
All filters matchPrice per night from
$108
“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!
Match: Children under 5
All filters matchPrice per night from
$134
Oceanfront 2 Bedroom 2 Bath Condo Key West Florida
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Perfect location and great value!” From the moment we arrived, this condo was everything we wanted without breaking the bank. We spent days looking for a place in Key West for Christmas week. What was available was crazy expensive, so to be honest when we found this place for the price we were slightly apprehensive. It is close to everything, the check-in and check-out were easy, the people who live in the complex were very friendly and welcoming and always willing to offer advice on where to go and what to do. Everything worked and was clean and we could not have asked for a better vacation. Can't wait to go back!
Match: Children under 5
All filters matchPrice per night from
$435
“Key West, Spring 2012” In a word,our stay with you was ”wonderful”. We have been to Key West on several occasions and have loved every visit. Staying in Truman annexe was even more special. We all felt like we were at home with everything we needed. You must feel blessed to live in that part of the world. We will be looking for a job for our 19 year old son,Tom. He wants to come and work over in Key West. We have just arrived home and everything seems grey, and much colder than Key West. Depending on finances( the pound-dollar rate is not too good just now) we hope to come back soon. We will definitely be giving you a call.I would recommend your accommodation and company to future holiday makers. Love and blessings John,Jayne,Jack and Tom
Match: Children under 5
All filters matchPrice per night from
$380
Match: Children under 5
All filters matchPrice per night from
$1,491
“Great condo” Great condo - nicely decorated and most well stocked kitchen ever. Everything was so neat and clean and there was an abundance of supples. Would highly recommend
Responds fast! avg. 1 hour 58 minutes
Match: Children under 5
All filters matchPrice per night from
$320
Top floor, two bedroom,two bath condo with private balcony,close to the Ocean
Key West condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Children under 5
All filters matchPrice per night from
$488
Responds fast! avg. 3 hours 48 minutes
Match: Children under 5
All filters matchPrice per night from
$107
Match: Children under 5
All filters matchPrice per night from
$345
Match: Children under 5
All filters matchPrice per night from
$172
Match: Children under 5
All filters matchPrice per night from
$340
Responds fast! avg. 3 hours 56 minutes
Match: Children under 5
All filters matchPrice per night from
$230
Responds fast! avg. 3 hours 56 minutes
Match: Children under 5
All filters matchPrice per night from
$201
Responds fast! avg. 3 hours 56 minutes
Match: Children under 5
All filters matchPrice per night from
$230
Responds fast! avg. 3 hours 56 minutes
Match: Children under 5
All filters matchPrice per night from
$268
Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like
Summerland Key house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
Match: Children under 5
All filters matchPrice per night from
$766
Match: Children under 5
All filters matchPrice per night from
$493
Match: Children under 5
All filters matchPrice per night from
$1,949
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Big Pine Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Match: Children under 5
All filters matchPrice per night from
$287
Match: Children under 5
All filters matchPrice per night from
$178
Responds fast! avg. 1 hour 8 minutes
Match: Children under 5
All filters matchPrice per night from
$481
Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.
Key West house
- 2 bedrooms
- 1 bathroom
- sleeps 6
Match: Children under 5
All filters matchPrice per night from
$259
Blue Palms Retreat. ocean front w/pool and dock for your boat.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Children under 5
All filters matchPrice per night from
$574
5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks
Little Torch Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
Match: Children under 5
All filters matchPrice per night from
$308
KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI
Key West condo
- 2 bedrooms
- 1 bathroom
- sleeps 4
Match: Children under 5
All filters matchPrice per night from
$342
Match: Children under 5
All filters matchPrice per night from
$482
Match: Children under 5
All filters matchPrice per night from
$912
Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)
Cudjoe Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Children under 5
All filters matchPrice per night from
$229
SEAPORT PANORAMA at Galleon Resort (Beach-Pool & Hot Tub-BBQ-55” TV-Jacuzzi)
Key West condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Children under 5
All filters matchPrice per night from
$912
One-bedroom time share suite in the heart of Old Key West
Key West condo
- 1 bedroom
- 1 bathroom
- sleeps 4
Responds fast! avg. 26 minutes
Match: Children under 5
All filters matchPrice per night from
$339