Boca Chica Key Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Boca Chica Key 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, (202 reviews)
"Unique stay on a boathouse! Clean place, plenty of room!"
United States
Kagni
The price is NZ$515
includes taxes & fees
10 Nov - 11 Nov
Aqua Lodges at Hurricane Hole Marina
A cozy interior with a patterned sofa, a small table, and a decorative curtain.

2. 2-bedroom boat in fabulous Key West with kayaks

2-bedroom boat in fabulous Key West with kayaks
Stock Island
The price is NZ$389
includes taxes & fees
10 Nov - 11 Nov
2-bedroom boat in fabulous Key West with kayaks
A wooden deck with a large tree, outdoor seating, and a marina in the background.

3. Poolside Cottage #412

Poolside Cottage #412
Key West
9.4 out of 10, Exceptional, (38 reviews)
"Wonderful stay. Thank you."
United States
shannon b.
The price is NZ$562
includes taxes & fees
1 Dec - 2 Dec
Poolside Cottage #412
A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

4. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (22 reviews)
"Great facility and loved the location! "
United States
Matt R.
The price is NZ$878
includes taxes & fees
29 Nov - 30 Nov
The Grand Cayman | Beautifully Remodeled Key West!
A wooden deck with outdoor seating, a large tree, and a marina with boats in the background.

5. Poolside Cottage #411

Poolside Cottage #411
Key West
9.8 out of 10, Exceptional, (72 reviews)
"Excellent cottage in a quiet location. Our family of 4 enjoyed the stay & plan to return in the future!"
United States
Jennifer W.
The price is NZ$562
includes taxes & fees
1 Dec - 2 Dec
Poolside Cottage #411
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

6. 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, (35 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 NZ$881
includes taxes & fees
10 Nov - 11 Nov
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A wooden signpost with city names and distances in miles.

7. 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, (463 reviews)
"This studio is in a wonderful location and comes with bikes and a pool spa. It is a fabulous place to stay for a relaxing get-away island-style."
United States
Laura D.
The price is NZ$478
includes taxes & fees
2 Dec - 3 Dec
Steps from Duval, Pool on Site & Bikes Included!
A wooden bridge leading to a house with a sign indicating no swimming or diving.

8. The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
United States
Margaret G.
The price is NZ$901
includes taxes & fees
1 Dec - 2 Dec
The Tortuga at Sunrise Suites - Balcony & Pool
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

9. 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 NZ$878
includes taxes & fees
10 Nov - 11 Nov
The Cat Island Suite | Charmingly Renovated w/ Pool
A beachside resort with a wooden deck, palm trees, and a sunset view.

10. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 reviews)
"Great property but not very walkable but all good"
United States
CAROL K.
The price is NZ$1,109
includes taxes & fees
16 Nov - 17 Nov
Grand Marina Suite - Poolside & Waterfront Condo
A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.

11. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Stock Island
9.6 out of 10, Exceptional, (139 reviews)
"We had an awesome stay! We enjoyed being able to use the bikes and have covered parking, too. We would definitely stay here again!"
United States
Melanie K.
The price is NZ$1,128
includes taxes & fees
10 Nov - 11 Nov
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A hot tub with a view of a marina and boats during sunset.

12. Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (63 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is NZ$952
includes taxes & fees
11 Nov - 12 Nov
Living the Dream Key West Style
A courtyard with a gravel path, palm trees, and a building with a white facade.

13. Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Old Town Key West
9.8 out of 10, Exceptional, (54 reviews)
"Great location, comfortable bed, and amazing communication."
United States
Ruben A.
The price is NZ$705
includes taxes & fees
17 Nov - 18 Nov
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
A pool area with a wooden deck, a two-story building with balconies, and palm trees.

14. Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool

Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
Old Town Key West
8.8 out of 10, Excellent, (58 reviews)
"The room was functional. We loved the location and ease of getting everywhere. The pool was really nice. The only complaint is that the entire bathroom floods when you take a shower. We ended up using our flip flops to squeegee the water to the drain, because the drain is higher than the rest of the floor. Highly recommend providing a squeegee to help with flooding."
United States
Shawn
The price is NZ$607
includes taxes & fees
11 Nov - 12 Nov
Salvador's Seclusion | Cozy Studio Retreat w/ Heated Pool
A waterfront property with a pool, a thatched-roof structure, and multiple buildings with balconies overlooking the water.

15. Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Old Town Key West
9.0 out of 10, Wonderful, (25 reviews)
"Super cute place. "
United States
Amanda M.
The price is NZ$575
includes taxes & fees
23 Nov - 24 Nov
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
A living room with a beige sofa, a white coffee table with a plant, and a view through glass doors to an outdoor area.

16. Waterlane House at Lunara Bay

Waterlane House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (38 reviews)
"Everything was great"
United States
Justin S.
The price is NZ$2,842
includes taxes & fees
18 Nov - 19 Nov
Waterlane House at Lunara Bay
A modern living room with a sofa, coffee table, and a painting of a beach scene.

17. The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.8 out of 10, Exceptional, (11 reviews)
"Excellent place to stay."
United States
Rolando
The price is NZ$878
includes taxes & fees
19 Nov - 20 Nov
The Saint Kitts Suite | Breathtaking View, Heated Pool
A resort pool area with lounge chairs and palm trees, surrounded by resort buildings.

18. 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, (43 reviews)
"Great set up!!!"
United States
Benjamin
The price is NZ$869
includes taxes & fees
10 Nov - 11 Nov
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
A small, private entrance to a house with a brick pathway leading to a door.

19. Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
10.0 out of 10, Exceptional, (41 reviews)
"Ricky’s Retreat is in a fantastic location. The room was all you need in Key West. Highly recommend it and will definitely stay there again."
United States
Brian R.
The price is NZ$660
includes taxes & fees
16 Nov - 17 Nov
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Living Area

20. Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29 reviews)
"The Best VRBO I have stayed in "
United States
Wilbert C.
The price is NZ$2,485
includes taxes & fees
10 Nov - 11 Nov
Capmar House at Lunara Bay
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 Boca Chica Key Hotel Reviews

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island

10/10 Excellent

Very welcoming, clean & comfortable
Australia
ERIN
Reviewed October 7, 2025
The Perry Hotel & Marina Key West

Find out more about Boca Chica Key

Everything you need to know about Boca Chica Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boca Chica Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boca Chica Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boca Chica Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boca Chica Key. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boca Chica Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boca Chica Key holiday rentals we have selected for you start as low as NZ$478 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boca Chica Key rentals

At Expedia, we put the best Boca Chica Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Boca Chica Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boca Chica Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boca Chica Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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