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Compare 393 Vacation Homes in Lower Keys with updated reviews, rates, and availability.

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (66)
"The house is in a great location and we really enjoyed the porch overlooking the water. The house has some quirks that need attention (lights not working, uneven floors, broken plumbing fixtures, junk outside, etc.), but we spent most of our time outside anyway. "
The price is SAR 1,688
SAR 3,317 total
includes taxes & fees
10 Mar - 11 Mar
Old Florida Style, wrap around porch, boat basin for dockage, open water

Beachside @ Torchview Waterfront Retreat

9.8 out of 10, Exceptional, (40)
"Saw deer and raccoons in the yard, almost daily, one large iguana on the pier, great views"
Beachside @ Torchview Waterfront Retreat

3 night minimum! Spectacular Ocean Views!

8.4 out of 10, Very Good, (19)
"Venture out is a great location for being on the water. This rental was reasonable, spacious and clean! We had an amazing stay with no issues!"
3 night minimum! Spectacular Ocean Views!

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

9.8 out of 10, Exceptional, (234)
"Clean, easy access, friendly complex/neighborhood. "
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

9.4 out of 10, Exceptional, (29)
"Excellent views, very quiet, pool was outstanding "
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5

10.0 out of 10, Exceptional, (216)
"Everything was great! Thanks!"
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (223)
"Great week in the Florida Keys. Home was extremely clean, very well equipped, had everything you needed to make you feel at home. Each bedroom had it's own ensuite bath and it was perfect for two couples. Location was excellent and would not hesitate to book here again.Thanks Melanie!"
The price is SAR 1,500
SAR 3,275 total
includes taxes & fees
22 Mar - 23 Mar
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

Ocean Front - Private 56' Dock

9.8 out of 10, Exceptional, (136)
"Love the location and property. Going to make it my go to location in the lower keys. Property fully equipped. Beds super comfortable. Just the right size for 4 adults. In a very nice community. Gate staff very friendly and helpful. Thank you. "
The price is SAR 1,212
SAR 3,146 total
includes taxes & fees
6 Mar - 7 Mar
Ocean Front - Private 56' Dock

Lower Keys paradise

9.8 out of 10, Exceptional, (30)
"The property was very clean and comfortable. We had a great stay "
Lower Keys paradise

**MERMAID MAGIC @ VENTURE OUT** Waterfront Home & Slip + LAST KEY SERVICES…

10.0 out of 10, Exceptional, (52)
"The house is fantastic, very clean and easy to find (right near the property market). Checking in was a hassle with security telling us we weren’t on the list so we couldn’t enter the park. People in the Venture Out office finally got a hold of our concierge, who was sick and didn’t pass the information down my party was arriving. After about an hour delay, we got on the list and were able to access the home. We had to pay Venture Out security office another 130, make sure you read the fine...
**MERMAID MAGIC @ VENTURE OUT** Waterfront Home & Slip + LAST KEY SERVICES…

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

8.4 out of 10, Very Good, (100)
"Definitely need to update the property. Day to day cleanliness was good but many burnt out light bulbs or mismatched bulbs. A coat of paint and updated furniture would help. House A has no view of the water and may have chosen a different place in the complex if i had known. Pool was well taken care of and lots of privacy by the home. Convenient to Key west and lots of good local restaurant choices. Beds were very comfortable. "
The price is SAR 1,050
SAR 2,269 total
includes taxes & fees
28 Feb - 1 Mar
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

9.2 out of 10, Wonderful, (96)
"My family had a wonderful time staying for 10 days over mini lobster season. The location was perfect. We could walk to Kiki's Bar and Restaurant for live music and food. Gas for the boat is just across Pine Channel. Short drive to groceries, gas, pharmacy, and bait. Property manager was quick to respond. Long dock with water for the boat. My only wish was power at the end of the dock to recharge my trolling motor. Otherwise, great stay!"
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS

Cudjoe Cottages, swimming pool, just 20 miles from Key West

8.8 out of 10, Excellent, (131)
"Three employees traveling in the Keys stayed and all reported their complete satisfaction with the accommodations and location. Thank you!"
The price is SAR 1,031
SAR 2,259 total
includes taxes & fees
25 Feb - 26 Feb
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear

9.8 out of 10, Exceptional, (113)
"Cleans and scenic "
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear

Kelly's Kabin - Adorable Private Summerland Key Cottage

9.8 out of 10, Exceptional, (107)
"Very good location to fish from. We were flats fishing around Summerland Key. Plenty of decent restaurants and shops nearby but not crazy busy. The house has everything we needed. One guy got the bedroom, one got the pull out couch, a I got the twin size bed off the living room. Nice backyard with patio furniture and grill. If you are a light sleeper (I am not) the road noise might be an issue—but it doesn’t start until about 6 am. For us it was perfect! "
The price is SAR 750
SAR 1,915 total
includes taxes & fees
26 Mar - 27 Mar
Kelly's Kabin - Adorable Private Summerland Key Cottage

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (84)
"This cozy home was in a convenient location to Key West and had what 4 adults needed for 3 nights. We enjoyed the beds, the bicycles, and the resort amenities. The beds took up the bedrooms, so space was tight. Hot water and pressure were a challenge, as was the wifi."
The price is SAR 1,309
SAR 2,588 total
includes taxes & fees
25 Feb - 26 Feb
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

8.6 out of 10, Excellent, (75)
"We were very happy with this VRBO and would stay again. Some attention to cleaning out drawers and dusting behind things should be addressed. Everything else was so nice we still give it 5 stars. "
The price is SAR 1,125
SAR 2,617 total
includes taxes & fees
20 Mar - 21 Mar
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

20 MINUTES TO KEY WEST , BOATERS PARADISE

9.4 out of 10, Exceptional, (50)
"We enjoyed this property very much. ! The house was very clean beds were comfortable and had everything we needed for the week . The owner was very accommodating and made it easy if we had any questions !! Highly recommend this home to ret . We have stayed at a few and by far the must comfortable for my family’s needs !! Thanks again we will be back !!!"
20 MINUTES TO KEY WEST , BOATERS PARADISE

Waterfront Captain House with Boat Basin & Ramp!

9.8 out of 10, Exceptional, (7)
"Beautiful property comfortable beds! We enjoyed fishing in the lagoon. This is a beautiful home!"
Waterfront Captain House with Boat Basin & Ramp!

Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW

8.2 out of 10, Very Good, (10)
"We really enjoyed our stay. We were close to everything yet just off the beaten path for a quiet, relaxing evening. Keep your eyes open for the cute Key deer. Our host was always quick to respond to any questions we had, and a pleasure to work with."
Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Lower Keys

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (191)
"Everything about it was great"
The price is SAR 521
SAR 961 total
includes taxes & fees
24 Feb - 25 Feb
Old Wooden Bridge Resort and Marina

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (106)
"Drove From CLE to The Keys with my dog and enjoyed the quietness of the property. 30 an hour from Key West. Great rate. Would recommend. "
The price is SAR 844
SAR 1,547 total
includes taxes & fees
26 Feb - 27 Feb
Charming cottages, dockage, pool, just minutes to Key West

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

9.0 out of 10, Wonderful, (194)
"We loved the house! Thank you for being so flexible with us. We thought the second bedroom had 2 beds when we booked online but it only has 1."
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.