Apartments in Fleming Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Apartments in Fleming Key

Hyatt Vacation Club at Sunset Harbor, Key West
Surrounded by lush tropical vegetation and a serene waterfall, this tranquil oasis offers a peaceful escape with a mountain view.

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (306)
"We had a nice stay. The property was in a great location."
The price is NZ$501
includes taxes & fees
20 Aug - 21 Aug
Hyatt Vacation Club at Sunset Harbor, Key West
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Welcome to this charming home with a beautifully maintained garden and a cozy porch.

Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

9.8 out of 10, Exceptional, (11)
"Property was cute ... cleanly and in a great location for what we were looking for. Would definitely recommend to anyone and stay there again ourselves "
The price is NZ$716
includes taxes & fees
3 Aug - 4 Aug
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Steps from Duval, Pool on Site & Bikes Included!
Bicycles line the quiet street, surrounded by lush greenery and a charming white building with green shutters.

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (391)
"this was exactly as advertised and close to all the action"
The price is NZ$374
includes taxes & fees
27 July - 28 July
Steps from Duval, Pool on Site & Bikes Included!
Sunshine State at Custom House Inn | Bright Studio on Duval Street!
Staircase leads to a cozy upper level with a door marked '2' and potted plants.

Sunshine State at Custom House Inn | Bright Studio on Duval Street!

9.6 out of 10, Exceptional, (4)
"My husband and I stayed at this property for our wedding anniversary and had such a great time. Everything was clean, as stated, and was very cute! The location was really the highlight of this place! Best location on Duval and near everything! You cannot beat the location for this place!"
The price is NZ$619
includes taxes & fees
4 Aug - 5 Aug
Sunshine State at Custom House Inn | Bright Studio on Duval Street!
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
Situated in a sunny location, this charming building features a gabled roof and white exterior, complete with shutters and a covered outdoor seating area perfect for dining or socializing.

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

10.0 out of 10, Exceptional, (8)
"Great location, friendly and helpful hosts, clean, perfect spot for my solo trip!"
The price is NZ$464
includes taxes & fees
24 July - 25 July
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
The Salt Cay | Updated! Stunning Sunset View, Pool!
Relax by the pool surrounded by lush greenery and tropical plants.

The Salt Cay | Updated! Stunning Sunset View, Pool!

10.0 out of 10, Exceptional, (19)
"We had a wonderful stay and would definitely recommend this property! "
The price is NZ$592
includes taxes & fees
5 Aug - 6 Aug
The Salt Cay | Updated! Stunning Sunset View, Pool!
Cat Island Suite | Beautifully Renovated w/ Pool!
Relax by the resort's central pool surrounded by lush greenery and palm trees.

Cat Island Suite | Beautifully Renovated w/ Pool!

10.0 out of 10, Exceptional, (21)
"It was above our expectations! It was all very clean and looks nice en beatyfull! "
The price is NZ$593
includes taxes & fees
10 Aug - 11 Aug
Cat Island Suite | Beautifully Renovated w/ Pool!
The Andros | Incredible Views w/ Shared Pool
Relax by the pool surrounded by lush greenery and a tranquil atmosphere.

The Andros | Incredible Views w/ Shared Pool

8.6 out of 10, Excellent, (19)
"The short stay we had at your property was absolutely amazing. It is going to be very difficult to top. I can't imagine visiting any other property if I were to come back."
The price is NZ$592
includes taxes & fees
4 Aug - 5 Aug
The Andros | Incredible Views w/ Shared Pool
Galleon Resort Efficiency in the old town
Enjoy breathtaking views of the sea from a scenic pier.

Galleon Resort Efficiency in the old town

9.6 out of 10, Exceptional, (147)
"Great stay and best location."
The price is NZ$582
includes taxes & fees
2 Aug - 3 Aug
Galleon Resort Efficiency in the old town
VanGogh Studio | Updated, Old Town, Heated Pool
Cozy retreat with a kitchenette, featuring a bed, microwave, coffee maker, and refrigerator.

VanGogh Studio | Updated, Old Town, Heated Pool

8.6 out of 10, Excellent, (24)
"Great communication, great location, and nice pool."
The price is NZ$430
includes taxes & fees
5 Aug - 6 Aug
VanGogh Studio | Updated, Old Town, Heated Pool
Welcome Matt's - Truman @ Duval | Ideal One-Bedroom Retreat
Classic hotel room with a large bed, wooden bench, and mirror.

Welcome Matt's - Truman @ Duval | Ideal One-Bedroom Retreat

10.0 out of 10, Exceptional, (6)
The price is NZ$565
includes taxes & fees
3 Aug - 4 Aug
Welcome Matt's - Truman @ Duval | Ideal One-Bedroom Retreat
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Relax in a spacious living area with a sliding glass door leading to a furnished balcony.

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!

9.8 out of 10, Exceptional, (13)
"This condo was as described! It was close to the beach and the airport. Ot was only a short drive to anywhere on the island. It was quiet and clean! There was parking and a pool. Great place to stay! "
The price is NZ$592
includes taxes & fees
5 Aug - 6 Aug
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Heavenly Hideout at Rainbows End Key West - Steps from Duval w Private Pool
Escape to a serene beach surrounded by lush greenery and calm waters.

Heavenly Hideout at Rainbows End Key West - Steps from Duval w Private Pool

9.6 out of 10, Exceptional, (45)
"Great locationSuper cleanWould stay here again"
Heavenly Hideout at Rainbows End Key West - Steps from Duval w Private Pool
Sea Esta Suite | Located On Iconic Duval w/ Pool
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and sink.

Sea Esta Suite | Located On Iconic Duval w/ Pool

9.8 out of 10, Exceptional, (13)
"Extra towels would be great per each bath - lovely place! Would stay again! "
The price is NZ$1,116
includes taxes & fees
23 Aug - 24 Aug
Sea Esta Suite | Located On Iconic Duval w/ Pool
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Enjoy a tranquil beach experience with tall palm trees and a wide, sandy shore.

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

9.6 out of 10, Exceptional, (186)
"The location was perfect for exploring and getting places in key West. It had a relaxing vibe that was perfect for vacation. "
RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!
Butterfly Nest | Newly Updated w/ Shared Pool
Relax by the pool surrounded by lush greenery and palm trees.

Butterfly Nest | Newly Updated w/ Shared Pool

10.0 out of 10, Exceptional, (19)
"Terrific location, just a couple minutes away from Smathers Beach, also about 8 min away from the boat docks. Everything else about 10 to 15 min drive away. "
Butterfly Nest | Newly Updated w/ Shared Pool
Commodore's Cove - Epic Location 1 Block to Duval
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and refrigerator, and dine in the adjacent dining area.

Commodore's Cove - Epic Location 1 Block to Duval

8.6 out of 10, Excellent, (14)
"The hosts were friendly and accommodating. The location is just steps away from restaurants and many Key West landmarks. The place was a lot larger than expected and housed 10 very easily. Looking forward to booking again in the future! "
The price is NZ$1,977
includes taxes & fees
20 Aug - 21 Aug
Commodore's Cove - Epic Location 1 Block to Duval
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Relax on the deck with lounge chairs and a table, surrounded by a fence and palm trees.

Claude Monet Suite | Cozy Studio with Pool & Patio Access!

9.4 out of 10, Exceptional, (16)
"Everything was great"
The price is NZ$492
includes taxes & fees
3 Aug - 4 Aug
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Guests can snorkel or dive in the clear waters.

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

9.2 out of 10, Wonderful, (276)
"Nice cozy spot for a couple days. Compact but had everything we needed."
The price is NZ$1,024
includes taxes & fees
28 July - 29 July
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Rent at PORCHSIDE PARADISE - Steps to Duval
Relax by the pool surrounded by lush greenery and comfortable lounge seating.

Rent at PORCHSIDE PARADISE - Steps to Duval

2.0 star property
8.8 out of 10, Excellent, (73)
"Updated, modern and just off of Duval St. It is on the small side but comfortable for 3 adults. The kitchen was stocked with everything we needed. No dishwasher, though it does have a full-sized washer and dryer. The bathroom is spacious and two people can comfortably be in it at same time. Other reviews commented on the upstairs loft/bedroom with its slanted ceiling. We're on the shorter size so it wasn't that much of an inconvenience. The covered front porch was very relaxing at the...
Rent at PORCHSIDE PARADISE - Steps to Duval
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fleming Key Hotel Reviews

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"Lady at desk is great"
Jennifer 3-night trip
Posted 1 day ago
The Southernmost Inn - Adults Only