Title: Fleming Key, FL Villas Rentals | Expedia.com

[Fleming Key Travel Guide](https://expedia.com/Fleming-Key.dx180162)[Hotels in Fleming Key](https://expedia.com/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels)[Vacation Rentals in Fleming Key](https://expedia.com/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[Flights to Fleming Key](https://expedia.com/Cheap-Flights-To-Fleming-Key.d180162.Travel-Guide-Flights)[Car Rentals in Fleming Key](https://expedia.com/Car-Rentals-In-Fleming-Key.d180162.Car-Rental-Guide)[Fleming Key Vacation Packages](https://expedia.com/Fleming-Key.d180162.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Fleming Key villas

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/73b5ca68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/aa37cbf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/58994f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/5d830dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poolside Queen Room Steps from Duval!

[](https://www.expedia.com/Key-West-Hotels-Poolside-Queen-Room.h76587213.Hotel-Information)

Old Town Key West

10/10

Exceptional

(1 review)

"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Travis P.

$396 nightly

$440 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Poolside-Queen-Room.h76587213.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/473ab081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/2cdb5d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/d7488048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/d614ab6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poolside Studio Villa Steps from Duval!

[](https://www.expedia.com/Key-West-Hotels-Poolside-Studio-Villa.h72047936.Hotel-Information)

Old Town Key West

10/10

Exceptional

(24 reviews)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Benjamin K.

$448 nightly

$498 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Poolside-Studio-Villa.h72047936.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c61d3beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/9b20b052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c858027c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/3570147d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two Bedroom Two Bath Poolside Villa Steps from Duval!

[](https://www.expedia.com/Key-West-Hotels-Two-Bedroom-Two-Bath-Pool-Villa-Steps-From-Duval-St.h45411273.Hotel-Information)

Old Town Key West

10/10

Exceptional

(54 reviews)

"Key West Villa's is an awesome place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew B.

$909 nightly

$1,009 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Two-Bedroom-Two-Bath-Pool-Villa-Steps-From-Duval-St.h45411273.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/f92fd571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/d8330ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/1206b90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/9c05cf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two Bedroom Two Bath Balcony Villa Steps from Duval!

[](https://www.expedia.com/Key-West-Hotels-Two-Bedroom-Balcony-Villa.h36936590.Hotel-Information)

Old Town Key West

10/10

Exceptional

(43 reviews)

"Location was great. Facility and rooms were clean. Great amenities - we will book again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William P.

$886 nightly

$983 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Two-Bedroom-Balcony-Villa.h36936590.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/c25b9bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/45501c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/62c6816f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/e281b9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One Bedroom Deck Villa Steps from Duval!

[](https://www.expedia.com/Key-West-Hotels-One-Bedroom-Deck-Villa.h76587202.Hotel-Information)

Old Town Key West

10/10

Exceptional

(10 reviews)

"Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tim P.

$560 nightly

$622 total

Apr 28 - Apr 29

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-One-Bedroom-Deck-Villa.h76587202.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/54e294fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/29d8046b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/7f50a489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/11ceedc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Loft Villa Steps from Duval!

[](https://www.expedia.com/Key-West-Hotels-One-Bedroom-Loft-Villa.h76587199.Hotel-Information)

Old Town Key West

10/10

Exceptional

(18 reviews)

"Heather is awesome! Attentive and responsive.Loved the pool, relaxing vibe and the inclusion of a daily continental breakfast and happy hour. Will definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

beth f.

$568 nightly

$630 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-One-Bedroom-Loft-Villa.h76587199.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/72f139d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/065405ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/5afe806a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/e7443421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poolside King Room Steps from Duval!

[](https://www.expedia.com/Key-West-Hotels-Poolside-King-Room.h76587216.Hotel-Information)

Old Town Key West

10/10

Exceptional

(1 review)

"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael L R.

$513 nightly

$569 total

Apr 4 - Apr 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Poolside-King-Room.h76587216.Hotel-Information)

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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## Find vacation rentals that suit your style

Villas

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Cottages

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Private vacation homes

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Condos

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Aparthotels

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Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America&regionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=HOUSE_BOAT)

Apartments

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## Top Fleming Key Hotel Reviews

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

2/10 Terrible

"Booked a twin queen bed suite for this stay and was told it was a garden view only to discover it was a view of the parking lot. Then there was a significant water leak which flooded our room while we were out for a walk and soaked our suitcases. The repair man came while we were having dinner, however, when we returned the leak was starting to pool water in our room again. The hotel offered to switch us to a standard room and a $200 refund which I felt was rich when we had booked a suite. We weren’t interested, so thankfully Expedia issued a full refund and we drove back to Miami late that evening. "

[](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg)

### Margaritaville Beach House Key West

10/10 Excellent

"It was great! The location was good - could walk across the street to the beach. And the shuttle service was awesome - took us to and from the airport and to and from downtown! The room was cute and the restaurant was a little pricey but easy and all foods the kids liked 😊"

[](https://expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg)

### Beachside Resort & Residences

4/10 Poor

"TV broken, no bedding for hide a bed, did not respond to 2 messages asking for them to fix it."

[](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"A special thanks to the Manager Jose for his attention for the special wishes for a birthday celebration. This is very much appreciated. Also, thank you to the ladies at the front reception for some complimentary needs."

[](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg)

### Ibis Bay Beach Resort

10/10 Excellent

"Beautiful "

[](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/bc3021c3_y.jpg)

### The Reach Key West, Curio Collection by Hilton

8/10 Good

"The beach was perfect except when a wedding was going on it was limited and no warnings for this. There was only 1 waitress fir beach and pool orders. Also waitress didnt even knowledge us over 10 when we tried to go for breakfast so we left . The culture is wonderful except wasnt informed roosters would wake u at 4am so earplugs would have been nice . Other than that It was beautiful and enjoyable"

[](https://expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg)

### Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"This is a lovely, well maintained property. The views are great and the grounds are quite nice. Note that there is no direct beach/ocean access - there's a busy road between the water and the resort. Also - it is right next to the airport, we easily walked from the resort to the airport when we left. So, it can be quite loud when planes are coming and going. Be prepared to rent a car or incur lots of rideshare/taxi fees if you want to spend time in Old Town, it's a 15 minute drive to Duval Street, Southernmost, Hemingway House, etc. There are no nearby shops so if you plan to use the kitchen, include a stop at the grocery store. The only onsite restaurant is the poolside casual bar which has some food options. It was fine for snacks. There is nothing, besides the aiport, in easy walking distance. "

[](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information)

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg)

### Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"All was great "

[](https://expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

8/10 Good

"Waterfront property in a quiet part of Key West "

[](https://expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

## Find out more about Fleming Key

## Fleming Key Villas information

| Number of reviews | 151       |
| ----------------- | --------- |
| Accommodation     | 17 Villas |
| Lowest Price      | $440      |
| Highest Price     | $1,009    |

## Frequently asked questions

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- [Hotels near Schooner Western Union ](https://www.expedia.com/Schooner-Western-Union-Hotels.0-l6069261-0.Travel-Guide-Filter-Hotels)
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- [Hotels near Donkey Milk House ](https://www.expedia.com/Donkey-Milk-House-Hotels.0-l6249268-0.Travel-Guide-Filter-Hotels)
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- [Hotels near The Kite House ](https://www.expedia.com/The-Kite-House-Hotels.0-l553248621532652628-0.Travel-Guide-Filter-Hotels)
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- [Flights to Key West ](https://www.expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)

- [Key West Vacations ](https://www.expedia.com/Key-West.d1187.Destination-Travel-Guides)
- [All inclusive Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)
- [Sails To Rails Museum at Flagler Station ](https://www.expedia.com/Sails-To-Rails-Museum-At-Flagler-Station-Key-West-Historic-District.d553248621532652635.Vacation-Attraction)
- [Visit Key West ](https://www.expedia.com/Key-West.dx1187)
- [Schooner Western Union ](https://www.expedia.com/Schooner-Western-Union-Key-West-Historic-District.d6069261.Vacation-Attraction)
- [Key West Burlesque Theater ](https://www.expedia.com/Key-West-Burlesque-Theater-Old-Town-Key-West.d553248621532652629.Vacation-Attraction)
- [Ernest Hemingway Home and Museum ](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Old-Town-Key-West.d501376.Vacation-Attraction)
- [Visit Historic Seaport ](https://www.expedia.com/Key-West-Historic-Seaport.dx553248635976383502)
- [Donkey Milk House ](https://www.expedia.com/Donkey-Milk-House-Key-West-Historic-District.d6249268.Vacation-Attraction)
- [The Kite House ](https://www.expedia.com/The-Kite-House-Old-Town-Key-West.d553248621532652628.Vacation-Attraction)
- [Curry Mansion Museum ](https://www.expedia.com/Curry-Mansion-Museum-Key-West-Historic-District.d553248621532652631.Vacation-Attraction)
- [Visit Key West Historic District ](https://www.expedia.com/Key-West-Key-West-Historic-District.dx6281809)
- [Duval Street ](https://www.expedia.com/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [Mallory Dock ](https://www.expedia.com/Mallory-Dock-Key-West-Historic-District.d553248621563220296.Vacation-Attraction)
- [Key West Cemetery ](https://www.expedia.com/Key-West-Cemetery-Old-Town-Key-West.d6068615.Vacation-Attraction)
- [Romantic Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/1187/Key-West)
- [Key West Historic District Vacations ](https://www.expedia.com/Key-West-Historic-District.d6281809.Destination-Travel-Guides)

- [Car rentals near Key West ](https://www.expedia.com/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)
- [Car rentals near Schooner Western Union ](https://www.expedia.com/Car-Rentals-In-Schooner-Western-Union.d6069261.Car-Rental-Guide)
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- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)

- [Things to do in Key West ](https://www.expedia.com/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)