Romantic Getaways & Hotels in Florida Keys from $259

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Florida Keys Romantic Getaways & Hotels

Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St, Key West, FL
The price is $499 per night
$499
per night
May 12 - May 13
Book a stay at this romantic resort, featuring a garden and premium mattresses. Couples will appreciate the luxury bedding, restaurant, and terrace.
The Mansion on the Sea - Southernmost House in the USA

The Mansion on the Sea - Southernmost House in the USA

3 out of 5
1400 Duval Street, Key West, FL
The price is $499 per night
$499
per night
Apr 22 - Apr 23
You and your special someone are sure to love the
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
Zero Duval St., Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $529 per night
$529
per night
May 6 - May 7
If you're in the mood for love, consider staying at this romantic resort, featuring a spa and onsite dining. You'll also love the terrace, outdoor pool, and ...
The Saint Hotel Key West, Autograph Collection

The Saint Hotel Key West, Autograph Collection

3.5 out of 5
417 Eaton Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $297 per night
$297
per night
Apr 25 - Apr 26
Book a stay at this romantic hotel, featuring a garden and pool-view dining. Couples will appreciate the Frette Italian sheets, rooftop terrace, and outdoor ...
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $259 per night
$259
per night
May 19 - May 20
In-room massages, a garden, and poolside dining await couples visiting this romantic hotel. The property also offers luxury bedding, a terrace, and a waterfront ...
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $560 per night
$560
per night
May 9 - May 10
A spa, in-room massages, and ocean-view dining await couples visiting this romantic resort. The property also offers a garden, a spa tub, and a waterfront ...
Cheeca Lodge & Spa

Cheeca Lodge & Spa

4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
The price is $319 per night
$319
per night
May 12 - May 13
A spa, in-room massages, and ocean-view dining await couples visiting this romantic resort. The property also offers a garden, a spa tub, and a private beachfront ...
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $458 per night
$458
per night
May 12 - May 13
A spa, ocean-view dining, and happy hours await couples visiting this romantic resort. The property also offers champagne service, romance packages, and a waterfront ...
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

4 out of 5
2600 Overseas Hwy, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
The price is $319 per night
$319
per night
Apr 30 - May 1
Spa services, in-room massages, and al fresco dining await couples visiting this romantic hotel. The property also offers a private beach, champagne service, ...
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $417 per night
$417
per night
May 5 - May 6
A spa, in-room massages, and ocean-view dining await couples visiting this romantic hotel. The property also offers happy hours, premium mattresses, and a waterfront ...
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
The price is $343 per night
$343
per night
May 12 - May 13
A spa, al fresco dining, and a garden await couples visiting this romantic hotel. The property also offers a spa tub, a private beach, and a waterfront ...
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
1500 Reynolds Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $564 per night
$564
per night
Apr 30 - May 1
Fall in love again at this upscale resort. You and your special someone are sure to love the spa, garden, and restaurant. You'll also appreciate the terrace, ...
Don't see what you're looking for?
See all available properties in Florida Keys
View all properties
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.

Florida Keys hotels essential information

Accommodation
7,898 hotels
Lowest Price
$259
Highest Price
$564
Popular hotels
Southernmost Beach Resort, Parrot Key Hotel & Villas, Pier House Resort & Spa, Cheeca Lodge & Spa, Ocean Key Resort - A Noble House Resort, Hawks Cay Resort, Hyatt Centric Key West Resort and Spa, Casa Marina Key West, Curio Collection by Hilton, Santa Maria Suites, The Mansion on the Sea - Southernmost House in the USA, Tranquility Bay Beachfront Hotel and Resort, The Saint Hotel Key West, Autograph Collection

Recent Florida Keys hotel reviews by fellow wanderers

Reefhouse Resort & Marina

Reefhouse Resort & Marina

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Shower head needs some work"
A verified traveler stayed at Reefhouse Resort & Marina
Reefhouse Resort & Marina

Explore more Romantic Getaways & Hotels

Types of hotels

Hotels near…

Hotels by star rating

Areas of Florida Keys

Popular Romantic Getaways & Hotels Destinations