A coastal landscape with clear turquoise waters, a long bridge, and a small island with buildings.

Lower Florida Keys Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Lower Florida Keys vacation rentals

A marina with boats docked, a small docked boat with a thatched roof, and a restaurant with outdoor seating overlooking the water.

1. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (196 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is ￥14,759
￥43,316 total
includes taxes & fees
Aug 30 - Aug 31
Aqua Lodges at Hurricane Hole Marina
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (367 reviews)
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
United States
Lisa
The price is ￥14,341
￥38,544 total
includes taxes & fees
Sep 1 - Sep 2
Old Wooden Bridge Resort and Marina
A tropical garden pathway leading to a building with a yellow facade and green shutters.

3. SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (136 reviews)
"Great place to stay"
United States
walter l.
The price is ￥18,486
￥47,391 total
includes taxes & fees
Aug 30 - Aug 31
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A resort pool area with lounge chairs and palm trees, surrounded by resort buildings.

4. 47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, Good, (41 reviews)
"Great set up!!!"
United States
Benjamin
The price is ￥27,888
￥65,438 total
includes taxes & fees
Aug 30 - Aug 31
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A kitchen with a refrigerator, stove, and two bar stools.

5. Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Old Town Key West
9.0 out of 10, Wonderful, (198 reviews)
"Fantastic location! Close enough to walk to all the things, but very quiet and relaxing to hang out. Loved the back deck. Owner was very responsive and helpful. Neighbors were nice as well."
United States
Jeanine
The price is ￥17,067
￥45,816 total
includes taxes & fees
Aug 31 - Sep 1
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
A wooden signpost with city names and distances in miles.

6. Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (451 reviews)
"Clean comfortable and close too many attractions."
United States
Mark A.
The price is ￥14,199
￥36,254 total
includes taxes & fees
Sep 7 - Sep 8
Steps from Duval, Pool on Site & Bikes Included!
A compact bedroom with a bed, a small kitchenette, and a door leading to a bathroom.

7. Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (53 reviews)
"Great property. Walking Blocks away from the downtown action, yet far away to be quiet. Parking is very tough. If you don’t need to rent a car because you’re going to be hanging out in town the whole time, don’t bother. Uber and transportation are plentiful but again, the parking is very difficult to find free parking."
United States
Timothy
The price is ￥17,179
￥64,130 total
includes taxes & fees
Aug 30 - Aug 31
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

8. Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (128 reviews)
"Very nice place. Centrally located near good restaurants, markets, etc.. Pet friendly which worked for us. Nice long walking trail behind cottage."
United States
John B.
The price is ￥30,836
￥80,528 total
includes taxes & fees
Aug 31 - Sep 1
Kelly's Kabin - Adorable Private Summerland Key Cottage
A beachside resort with a wooden deck, palm trees, and a sunset view.

9. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is ￥43,319
￥87,458 total
includes taxes & fees
Sep 1 - Sep 2
Grand Marina Suite by Brightwild Waterfront
A two-story building with a blue exterior, white railings, and a staircase leading to the upper floor.

10. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
9.8 out of 10, Exceptional, (6 reviews)
"Property was perfectly located and very clean and comfortable."
United States
Kiara
The price is ￥29,832
￥93,380 total
includes taxes & fees
Sep 9 - Sep 10
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

11. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (33 reviews)
"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "
United States
Brent H.
The price is ￥35,856
￥85,438 total
includes taxes & fees
Aug 30 - Aug 31
Grand Marina Suite - Poolside & Waterfront Condo
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

12. The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (34 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
The price is ￥25,944
￥77,463 total
includes taxes & fees
Sep 1 - Sep 2
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A wooden deck with a large tree, outdoor seating, and a marina in the background.

13. Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (36 reviews)
"Very pleasant and generally a nice quiet community. "
United States
Julia M.
The price is ￥26,533
￥48,077 total
includes taxes & fees
Sep 1 - Sep 2
Poolside Cottage #412
A poolside area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

14. VanGogh Studio | Updated, Old Town, Heated Pool

VanGogh Studio | Updated, Old Town, Heated Pool
Old Town Key West
8.8 out of 10, Excellent, (56 reviews)
"Nice clean apartment and good walking distance to Old Town restaurants and neighborhood."
United States
Justin R.
The price is ￥16,828
￥54,670 total
includes taxes & fees
Aug 31 - Sep 1
VanGogh Studio | Updated, Old Town, Heated Pool
A pool surrounded by palm trees and a building with a green roof.

15. The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
9.6 out of 10, Exceptional, (10 reviews)
"Great trip"
United States
Doug P.
The price is ￥24,191
￥75,137 total
includes taxes & fees
Sep 1 - Sep 2
The Barbados | Private Balcony, Pool View!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

16. ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (110 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property was just as listed. Very clean, quiet, the pool was very refreshing! Great location, walkable to almost anything. Would highly recommend!"
United States
Chris & Sarah F.
The price is ￥18,486
￥47,391 total
includes taxes & fees
Aug 30 - Aug 31
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

17. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
The price is ￥25,944
￥77,623 total
includes taxes & fees
Sep 1 - Sep 2
The Cat Island Suite | Charmingly Renovated w/ Pool
A wooden deck with outdoor seating, a large tree, and a marina with boats in the background.

18. Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (69 reviews)
"We stayed here for our honeymoon and it was perfect. The place was clean and well appointed. The pool right outside was huge and we spent lots of time there. Highly recommend!"
United States
DeAnna Z.
The price is ￥26,533
￥47,121 total
includes taxes & fees
Sep 2 - Sep 3
Poolside Cottage #411
A marina with boats docked, a clear sky, and a rainbow.

19. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (29 reviews)
"Great stay! Beautiful view. No complaints. Easy check in and great communication with owner. Thanks for a great trip!"
United States
Haley P.
The price is ￥19,641
￥62,276 total
includes taxes & fees
Sep 2 - Sep 3
Waterfront Condo Dock Pool Near Duval St
A waterfront property with a covered porch, a boat dock, and a clear sky.

20. SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (110 reviews)
"Stay was great. We met the hosts and they were wonderful people."
United States
James B.
The price is ￥23,745
￥69,481 total
includes taxes & fees
Aug 30 - Aug 31
SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
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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Top Lower Florida Keys Hotel Reviews

Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Everything was great! Staff was very friendly! Easy check in and check out."
christine 4-night trip
Posted 1 day ago
Looe Key Reef Resort

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