5 Br Private Vacation Home Vacation Rental In Islamorada, Florida
82754 Overseas Highway - OSPREY BAY VILLA! Wonderful bayfront home in the heart of Islamorada in the fabulous Florida Keys for rent by the week or monthly. Offering five bedrooms and three full...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Islamorada, Florida
Welcome to our beautiful Venetian Shores Canal Homea luxurious waterfront retreat offering the ultimate Florida Keys experience! This spacious and elegantly furnished getaway features a private...
Created Jul 20, 2026
4 Br Condo Vacation Rental In Islamorada, Florida
This oceanfront villa at The Islands of Islamorada, a private, gated oceanfront resort in the Florida Keys, is designed for the way families actually vacation, with unobstructed Atlantic views from...
Created Jul 20, 2026
1 Br Hotel Vacation Rental In Islamorada, Florida
This listing is for a room within a hotel. Your room is 625 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable. Cleaning...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Islamorada, Florida
The cutest Islamorada oceanfront escape awaits! This charming 2-bedroom, 2-bathroom home is the perfect peaceful getaway in the Florida Keys. Wake up to beautiful ocean views and enjoy your morning...
Created Jul 20, 2026
7 Br Private Vacation Home Vacation Rental In Islamorada, Florida
Intention. Attention to Detail. Expectation of Outcome. From the moment you step through the gilded entryway you immediately feel something different. Inside, the marriage of old world opulence...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Islamorada, Florida
Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Islamorada, Florida
Vacation like a local! This charming 2 bedroom, 2 bath home is located in one of Islamoradas quaintest and quietest neighborhoods of just 40 residences.This home is bright and tropically decorated....
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Islamorada, Florida
PROPERTY NAME: Little Bay Compound82246 Overseas Highway, Islamorada, FloridaLOCATION: Cottage and Two Story Duplex Located Directly on the Florida BayMINIMUM STAY: Weekly or MonthlyMILE MARKER:...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Islamorada, Florida
Cute Keys-style 2 bedroom, 2 bathroom canal-front home located on Atlantic Lane with dockage and a quick ride out to the Atlantic Ocean. This charming home offers the laid-back island feel that...
Created Jul 20, 2026
2 Br Hotel Vacation Rental In Islamorada, Florida
This listing is for a room within a hotel. Your room is 950 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay....
Created Jul 20, 2026
1 Br Hotel Vacation Rental In Islamorada, Florida
Set on 15 oceanfront acres in Islamorada, Three Waters Resort & Marina features island-inspired rooms. Guests enjoy three pools, beach and marina access, on-site dining, a water taxi to sister...
Created Jul 20, 2026
2 Br House Boat Vacation Rental In Islamorada, Florida
Your Islamorada adventure begins at this 2-bedroom house boat. Step aboard and enjoy a serene escape surrounded by cool waters and gentle breezes. The house boat features two full beds and a...
Created Jul 20, 2026
4 Br Apartment Vacation Rental In Islamorada, Florida
Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily...
Created Jul 20, 2026
2 Br Villa Vacation Rental In Islamorada, Florida
This beautiful villa is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84 and has access to one of the few privately owned boat slips. The homes...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Islamorada, Florida
Calling all boaters and anglers! You will love our home. Nestled on a canal only 3 minutes to the bay and 10 minutes to the ocean by boat. 70' dock, fish cleaning station, commercial ice maker,...
Created Jul 20, 2026
9 Br Private Vacation Home Vacation Rental In Islamorada, Florida
Welcome to Infinity Bay Islamorada an infinite paradise with endless possibilities in the heart of the Florida Keys. This exclusive estate embodies sophistication and serenity, where guests can...
Created Jul 20, 2026
1 Br Hotel Vacation Rental In Islamorada, Florida
This listing is for a room within a hotel. Your room is 252 sq. ft, equipped with complimentary toiletries, standard quality 37-inch TV, available with Standard cable, and Premium cable. Cleaning...
Created Jul 20, 2026
Private Vacation Home Vacation Rental In Islamorada, Florida
This beautiful home is nestled in the quiet neighborhood of Venetian Shores. It sits right on a deep water canal minutes to the Ocean or Bay. The house has heated and chilled pool along with a...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Islamorada, Florida
Village of Islamorada license #24-0369131 Anglers Way, Islamorada, FLThis Villa has 2 bedrooms (one with king bed and the other with One QUEEN SIZE BED and pull out couch) and 2 full bathrooms...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Islamorada, Florida
Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily...
Created Jul 20, 2026
3 Br Condo Vacation Rental In Islamorada, Florida
Poolside Maison Matecumbe #302 - Islamorada oceanfront complex...Maison Matecumbe. The unit has one level living with three bedroom and two bath. Fully equipped kitchen with counter bar area and...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Islamorada, Florida
Located in Islamorada, this charming four plex offers 2200 sq ft of living area 3 bedrooms: 1 king bed, 2 double bed, and 2 bunk bed. With 2 bathrooms equipped with hair dryers and showers, guests...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Islamorada, Florida
Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Islamorada, Florida
Tollgate Tides blends comfort and adventure in one perfect waterfront escape. Whether you're here for fishing, snorkeling, sunset cruises, or simply soaking up the tropical vibe, you'll find...
Created Jul 20, 2026
