Raccoon Key, FL

Travel Guide

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$511 nightly
The price is $574 total per night from Mar 5 to Mar 6
$574 total
Mar 5 - Mar 6
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,106 reviews)
Clean room, great staff, amenities and location.

Reviewed on Feb 23, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
$410 nightly
The price is $461 total per night from Mar 8 to Mar 9
$461 total
Mar 8 - Mar 9
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,111 reviews)
Room was relatively clean but smelled like mildew. Shower was very small, very old, and had very little water pressure.

Reviewed on Feb 23, 2026

Ibis Bay Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$364 nightly
The price is $410 total per night from Mar 10 to Mar 11
$410 total
Mar 10 - Mar 11
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (1,959 reviews)
Room was clean and beautifully decorated, the bed was extremely comfortable! We experienced exceptional hospitality and really enjoyed our stay. Very relaxing!

Reviewed on Feb 23, 2026

Blue Flamingo Resort Key West
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.
Real World MTV House-18 to 22 guests, Not Just a  House Your Own Private Resort

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

Key West FL
Stay at this vacation home in Key West. Enjoy free WiFi, private pools, and a garden. Popular attractions Duval Street and Smathers Beach are located ...
9.6/10 Exceptional! (86 reviews)
Andrew was an excellent host! House was super clean and Andrew was extremely accommodating. He even provided excellent recommendations for local boat captain, bars and restaurants. Would stay again!

Reviewed on Sep 25, 2025

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool

2 out of 5
Key West FL
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.
10/10 Exceptional! (1 review)
Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay

Reviewed on Jan 20, 2025

Capmar House by Brightwild Huge Home Pool
Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House

2 out of 5
Key West FL
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.
Waterfront Luxury Home - Tidelands House
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.

Cities near Raccoon Key

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