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Saddlebunch Keys Holiday Rentals

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Check prices for these dates

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

Our top choices for Saddlebunch Keys holiday 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 HK$769
HK$2,179 total
includes taxes & fees
30 Aug - 31 Aug
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 HK$705
HK$1,896 total
includes taxes & fees
1 Sept - 2 Sept
Old Wooden Bridge Resort and Marina
A beachside resort with a wooden deck, palm trees, and a sunset view.

3. 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 HK$2,341
HK$4,539 total
includes taxes & fees
1 Sept - 2 Sept
Grand Marina Suite by Brightwild Waterfront
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

4. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is HK$4,056
HK$7,650 total
includes taxes & fees
10 Sept - 11 Sept
Atlantic View Luxury Villa with Pool
A dining area with a wooden table and teal chairs, a sofa with blue cushions, and a painting of a beach scene.

5. Coconut Mallory Marina and Resort Condo

Coconut Mallory Marina and Resort Condo
3.0 star property
Key West
2.0 out of 10, (1 review)
"They did not have a room for me when i arrived. Said there was nothing they could do. I was left stranded and ended up paying twice the price for a worst room which was all I could find."
United States
Paris
The price is HK$7,753
HK$10,290 total
includes taxes & fees
3 Sept - 4 Sept
Coconut Mallory Marina and Resort Condo

6. Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great place it is a full apartment with everything you could need and very clean "
United States
Luis
The price is HK$1,499
HK$2,378 total
includes taxes & fees
30 Aug - 31 Aug
Island View 1BR Residence With Balcony
A wooden deck with a hanging hammock and a view of a green landscape.

7. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is HK$1,809
HK$4,751 total
includes taxes & fees
30 Aug - 31 Aug
Starlight Serenity - Hideaway w Stunning Views

8. Resort View 1BR Suite

Resort View 1BR Suite
2.0 star property
Key West
9.0 out of 10, Wonderful, (4 reviews)
"Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant "
United States
Michael
The price is HK$1,499
HK$2,378 total
includes taxes & fees
30 Aug - 31 Aug
Resort View 1BR Suite
A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

9. The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
The price is HK$1,901
HK$4,361 total
includes taxes & fees
31 Aug - 1 Sept
The Grenada Suite Pool View Private Balcony
A modern kitchen with a large island, a built-in sink, and a dining area with a blue sofa and chairs.

10. Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
The price is HK$988
HK$3,334 total
includes taxes & fees
31 Aug - 1 Sept
Tortuga Suite Sparkling Pool Hot Tub
A white house with a porch, surrounded by tropical plants and a stone pathway.

11. New The Cottage at James House

New The Cottage at James House
2.0 star property
Key West Historic District
8.0 out of 10, Very good, (2 reviews)
"The best thing about this property is location. Short walk to everything - short walk to Sloppy Joes. It is overpriced for the accommodations but you pay for location. "
United States
Pamela
The price is HK$2,002
HK$3,240 total
includes taxes & fees
9 Sept - 10 Sept
New The Cottage at James House

12. Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
2.0 star property
Key West
The price is HK$1,499
HK$2,378 total
includes taxes & fees
30 Aug - 31 Aug
Resort View 1BR Suite With Direct Pool Access
A modern kitchen with white cabinets, stainless steel appliances, and a wooden door.

13. The Bartlum Luxury Studio In Prime Location

The Bartlum Luxury Studio In Prime Location
2.0 star property
Key West Historic District
The price is HK$1,432
HK$3,093 total
includes taxes & fees
31 Aug - 1 Sept
The Bartlum Luxury Studio In Prime Location

14. Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is HK$1,657
HK$2,543 total
includes taxes & fees
30 Aug - 31 Aug
Ocean Front One Bedroom Residence
A covered porch with a table and chairs, overlooking a street with houses and cars.

15. Banana Split by Brightwild Pool Grill

Banana Split by Brightwild Pool Grill
2.0 star property
Key West Historic District
The price is HK$1,507
HK$3,325 total
includes taxes & fees
8 Sept - 9 Sept
Banana Split by Brightwild Pool Grill

16. Two Bedroom Residence With Balcony

Two Bedroom Residence With Balcony
2.0 star property
Key West
10.0 out of 10, Exceptional, (1 review)
"The roosters crowing early morning was irritating "
United States
Catherine
The price is HK$2,027
HK$3,930 total
includes taxes & fees
30 Aug - 31 Aug
Two Bedroom Residence With Balcony
A beach view with palm trees, a wooden pier, and a sunset over the water.

17. Ocean Front 1BR Suite With Direct Beach Access

Ocean Front 1BR Suite With Direct Beach Access
2.0 star property
Key West
10.0 out of 10, Exceptional, (3 reviews)
"Clean and spacious. Great view from room!"
United States
Jacqueline
The price is HK$1,842
HK$2,752 total
includes taxes & fees
31 Aug - 1 Sept
Ocean Front 1BR Suite With Direct Beach Access
A porch with a white railing, a pink door, and a white fence.

18. New Rose Petal Petite Suite - Pool Parking

New Rose Petal Petite Suite - Pool Parking
2.0 star property
Key West Historic District
The price is HK$1,692
HK$3,236 total
includes taxes & fees
31 Aug - 1 Sept
New Rose Petal Petite Suite - Pool Parking
A spacious living area with a large sofa, a coffee table, and a view of a balcony with a railing.

19. Mastway House by Brightwild Pool Dock

Mastway House by Brightwild Pool Dock
2.0 star property
Raccoon Key
The price is HK$6,021
HK$12,206 total
includes taxes & fees
10 Sept - 11 Sept
Mastway House by Brightwild Pool Dock
A white house with a porch, palm trees, and a white picket fence.

20. Mesa House Uno by Brightwild Perfect Location

Mesa House Uno by Brightwild Perfect Location
2.0 star property
Key West Historic District
The price is HK$2,010
HK$3,743 total
includes taxes & fees
21 Sept - 22 Sept
Mesa House Uno by Brightwild Perfect Location
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 Saddlebunch Keys Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Great location, very convenient. Outdoors are very well maintained and the pool and spa areas are amazing!"
Florisel 4-night trip
Posted 9 hours ago
Hyatt Vacation Club at Windward Pointe, Key West

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