Fleming Key Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4
In four months
Jan 30 - Feb 1

Vacation Rentals in Fleming Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (164)
"The stay was beautiful "
The price is ￥12,528
￥39,437 total
includes taxes & fees
Oct 12 - Oct 13
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Exterior

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (314)
"Great hotel with excellent location "
The price is ￥36,398
￥46,052 total
includes taxes & fees
Oct 30 - Oct 31
Hyatt Vacation Club at Sunset Harbor, Key West
Steps from Duval, Pool on Site & Bikes Included!
Exterior

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (405)
"this was exactly as advertised and close to all the action"
The price is ￥13,471
￥33,791 total
includes taxes & fees
Oct 12 - Oct 13
Steps from Duval, Pool on Site & Bikes Included!
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Fridge, microwave, oven, stovetop

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

8.8 out of 10, Excellent, (232)
"Property was cute and in a great location! "
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
1 bedroom, free WiFi, bed sheets

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (23)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is ￥24,795
￥64,638 total
includes taxes & fees
Oct 27 - Oct 28
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Marina

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

6.6 out of 10, (12)
"Unfortunately this stay was very disappointing. The marina was awesome. Tessa was awesome. The boat itself was disgusting. The pictures are very deceiving. What you see is not what you get. "
The price is ￥24,546
￥50,105 total
includes taxes & fees
Oct 15 - Oct 16
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Coconut Mallory Resort And Marina By Kees Vacations
Meeting facility

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (819)
"Great place really nice rooms"
Coconut Mallory Resort And Marina By Kees Vacations
Comfortable Condo with Pool, Private Balcony, & Beach Access
Pool

Comfortable Condo with Pool, Private Balcony, & Beach Access

8.6 out of 10, Excellent, (135)
"Nice area, location, and wonderful apartment!"
The price is ￥24,190
￥86,937 total
includes taxes & fees
Oct 12 - Oct 13
Comfortable Condo with Pool, Private Balcony, & Beach Access
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Exterior

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (183)
"Great location; excellent property management "
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Outdoor pool, a heated pool

Perfect Location, Private Heated Pool, Pristine Luxury Home!

10.0 out of 10, Exceptional, (191)
"Outstanding place to stay, centrally located!"
The price is ￥136,071
￥276,924 total
includes taxes & fees
Oct 14 - Oct 15
Perfect Location, Private Heated Pool, Pristine Luxury Home!
Living the Dream Key West Style
Marina

Living the Dream Key West Style

9.8 out of 10, Exceptional, (26)
"Great hosts and great accommodations!"
The price is ￥40,685
￥49,552 total
includes taxes & fees
Oct 13 - Oct 14
Living the Dream Key West Style
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Beach

RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

9.6 out of 10, Exceptional, (190)
"Bucket list trip. Great location. Property was just what was expected. Perfect for 2!"
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Marina

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

The price is ￥37,798
￥50,914 total
includes taxes & fees
Oct 12 - Oct 13
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Outdoor pool

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

7.8 out of 10, Good, (22)
"Loved everything about the stay, "
The price is ￥37,798
￥75,596 total
includes taxes & fees
Oct 12 - Oct 13
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (138)
"Great Location, Free Parking, comfortable beds"
Heart of Downtown Key West Cottage With Off-Street Parking
Island View 1BR Residence With Balcony
Apartment | 1 bedroom

Island View 1BR Residence With Balcony

2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
The price is ￥32,619
￥49,554 total
includes taxes & fees
Nov 3 - Nov 4
Island View 1BR Residence With Balcony
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
A heated pool

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

9.8 out of 10, Exceptional, (46)
"Wonderful view, lot's of space, great location "
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Outdoor dining

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

9.8 out of 10, Exceptional, (77)
"Nice and clean homes with great space for family."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Beach

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

8.6 out of 10, Excellent, (138)
"The view is amazing. Love watching the planes take off and coming back"
The price is ￥21,923
￥55,200 total
includes taxes & fees
Oct 12 - Oct 13
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
Exterior

Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

10.0 out of 10, Exceptional, (11)
"Great location, friendly and helpful hosts, clean, perfect spot for my solo trip!"
The price is ￥12,095
￥39,140 total
includes taxes & fees
Oct 14 - Oct 15
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
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 Fleming Key Hotel Reviews

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Beach view was spectacular and restaurants were great! The rooms could use more "hooks" on the back of doors to hang things and a few more lighted mirrors. The staff was wonderful!"
Joe 3-night trip
Posted 1 day ago
The Reach Key West, Curio Collection by Hilton

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