Places to Stay

Reserve Relaxation

Find your stay. Flip-flops optional.

Filters
Destination
Category
Amenities
Marathon

La Casa Habana Vacation Rental

La Casa Habana — private waterfront vacation home on Grassy Key with pool, dock, and gulf views.

Key West

Boyd's Key West Campground

Boyd’s Key West Campground offers a variety of accommodations including RV sites, tiny homes, and tent camping.

Key West

Marrero's Guest Mansion

Marrero’s Guest Mansion is an adults-only boutique B&B in Old Town Key West, offering unique rooms in a restored Victorian mansion with a saltwater pool.

Key West

Key West Villas

Charming Old Town Key West villas and B&B suites with pool.

Islamorada

Casitas at Cheeca Lodge

Cheeca Lodge & Spa is a luxury oceanfront resort in Islamorada, offering upscale accommodations, a 9-hole golf course, spa services, and a private beach with water sports activities. Ideal for couples and families seeking a tranquil Keys getaway.

Key Largo

Kona Kai Resort, Gallery and Botanic Gardens

Kona Kai Resort offers adults-only boutique accommodations with a private beach, botanical gardens, and art gallery in Key Largo, Florida Keys.

Marathon

Key Colony Beach Rental

KCB Motel offers vintage charm, just steps from a private sandy beach, with simple rooms and a laid-back atmosphere.

Islamorada

Bayside Villas By Islander Resort

Bayside Villas by Islander Resort offers fully renovated, two-bedroom townhouse-style accommodations in Islamorada, featuring a bayview pool, water sports access, and private boat slips. Ideal for families, friends, and extended stays.

Key West

Old Town Suites

Old Town Suites is a boutique hotel in Key West featuring self-catering apartments with full kitchens, a coffee shop, and a prime location just steps from Duval Street and the Ernest Hemingway Home and Museum.

Key Largo

Flamingo Lodge and Restaurant

Flamingo Restaurant at Everglades offers breakfast, lunch, and dinner with stunning Florida Bay views, featuring fresh seafood, cocktails, and a “cook your catch” option.

Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.

Islamorada

Scuba Town USA

Scuba Town USA in Islamorada offers an all-in-one dive and vacation experience with lodging, dining, pools, a private beach, and access to multiple dive-related businesses, all set within Three Waters Resort & Marina.

Key West

Caroline's Cottage

Charming 2-bed Key West cottage near Duval St with bikes & porches!

Islamorada

Mermaid's Bay Boutique Estate

Mermaid’s Bay is a secluded boutique estate in Islamorada, offering three private waterfront homes with resort-style amenities, ideal for group getaways