Fleming Key Vacation Rentals from $118: Search Short-Term Rentals

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Our top choices for Fleming Key vacation rentals

1. Resort View 1BR Suite With Direct Pool Access

Key West

$269 nightly

Sep 20 - Sep 21

Total with taxes and fees

2. Aqua Lodges at Hurricane Hole Marina

Stock Island

Kagni

$105 nightly

Sep 23 - Sep 24

Total with taxes and fees

Condo | Living area | 32-inch Smart TV with satellite channels

3. Coconut Mallory Marina and Resort Condo

Key West

Paris

$1,277 nightly

Sep 20 - Sep 21

Total with taxes and fees

4. Contra House Key West

Old Town Key West

Rosalie

$1,181 nightly

Sep 27 - Sep 28

Total with taxes and fees

5. Island View 1BR Residence With Balcony

Key West

Luis

$267 nightly

Sep 20 - Sep 21

Total with taxes and fees

6. Ocean Front One Bedroom Residence

Key West

$302 nightly

Sep 27 - Sep 28

Total with taxes and fees

7. Starlight Serenity - Hideaway w Stunning Views

Summerland Key

max

$526 nightly

Sep 22 - Sep 23

Total with taxes and fees

8. Duval Dream Loft by Brightwild Right on Duval

Old Town Key West

$686 nightly

Sep 22 - Sep 23

Total with taxes and fees

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Top Fleming Key Hotel Reviews

Southwinds Motel

8/10 Good

"Place was ok, Bar on premise and they had music, my room had ants(I told em and came and sprayed), pool was clean, the roosters were cool, They want 22.50 a day to park, waived it I'm handicap"

Casa Marina Key West, Curio Collection by Hilton

8/10 Good

"The only issue I had with this hotel was the picture we’re not what I found when I went to the hotel. I the pictures show the water blue crystal clear water. That was not what I saw and the hotel did have some signs of wear which were not shown on the pictures"

Blue Flamingo Resort Key West

8/10 Good

"The place was clean and staff were very friendly. The room was nicely appointed. The non-Tesla chargers were all broken which was disappointing but I was able to trickle charge. One elevator was also out but another one nearby was available and quick. Overall, very nice and I’d likely stay again but the lack of a charger when it was billed as being available was a disappointment."

Beachside Resort & Residences

8/10 Good

"The staff was very helpful. I had absolutely no problem with my suite. It was a very well furnished, one bedroom apartment. The the problem I guess, would be that the outside hot tub at the pool had not been working for months. The elevators were being repaired on the side where I was at the restaurant there. To me was overpriced, and not a lot to choose from. The outside bar, the staff really didn't either know how to make certain drinks, or they didn't have the ingredients to make certain drinks. And the food was so so they only had one Van. That brought you to and from downtown. And they stated that they had 2 more vans, but they've been broke for a very long time, because they can't get parts. Well, how about management getting involved? And going as high up as it takes to get the type of vans that you need and to get the place maintained and staffed properly. There was no pool person, and you had to go inside to get your towels, and it got a little messy at the pool area...And then I heard that there's some people that did have some issues with a room, but those problems were fixed within a day. So, I had wished that the Van would have offered rides to the airport, which was just a 12 minute ride down the street. If that.... the extra excursions they offered did not work out because they didn't have enough people to go on the boat they had. So you had to seek out other sailboats or boats in the area to do things. And if they were no"

Find out more about Fleming Key

Everything you need to know about Fleming Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Fleming Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Fleming Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Fleming Key vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Fleming Key rentals

At Expedia, we put the best Fleming Key vacation 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 Fleming 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 Fleming Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fleming 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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Check prices for these dates

Our top choices for Fleming Key vacation rentals

1. Resort View 1BR Suite With Direct Pool Access

2. Aqua Lodges at Hurricane Hole Marina

3. Coconut Mallory Marina and Resort Condo

4. Contra House Key West

5. Island View 1BR Residence With Balcony

6. Ocean Front One Bedroom Residence

7. Starlight Serenity - Hideaway w Stunning Views

8. Duval Dream Loft by Brightwild Right on Duval

9. Ocean Front 2BR Residence

10. Resort View 2BR Residence

11. Sunnyside Up by Brightwild Pool Parking

12. Resort View 3BR Residence

13. Resort View 1BR Suite

14. Sea Breeze by Brightwild Off-street Parking

15. Two Bedroom Residence With Balcony

16. Poolside Suite by Brightwild Pvt Pool Parking

17. Ocean Front 1BR Suite With Direct Beach Access

18. Sky Suite on Duval by Brightwild Condo w Balcony

19. New Rose Petal Petite Suite - Pool Parking

20. Grand Marina Suite by Brightwild Waterfront

Find vacation rentals that suit your style

Top Fleming Key Hotel Reviews

Southwinds Motel

Find out more about Fleming Key

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