Book Direct & Save - No Booking Fees
Key Amenities
About this property
Beautiful 3-BR house located directly on canal with easy access to the Gulf of Mexico or Atlantic Ocean. On-property pool and private outside shower. 75-ft dock for boat. Home of the Key Deer and Blue Hole (the deer will walk past house daily).Located 35 miles north of Key West, and 20 miles south...
Key Amenities
About this property
PROPERTY NAME: Martin Family Fish Camp 106 Madeira Rd., Islamorada, FloridaLOCATION: 2 Houses Located on a private peninsulaMINIMUM STAY: WeeklyMILE MARKER: 81.9DETAILS: The Martin Family Fish Camp is located on a private peninsula and offers two houses named Bonefish and Tarpon. Each...
Key Amenities
About this property
RARE SINGLE STORY 2500 sq. ft Canal Front Home with gorgeous POOL! Relax in this spacious and serene space with 3 large bedrooms with 3 en-suite baths, plus additional full bath near pool. Kayaks, paddle boards, ping pong, bicycles and pool table! 8 guests only, 6 adults & 2 children. 28 night minimum...
Key Amenities
About this property
This charming 2-bedroom, 2-bath rental home is perfect for your tropical getaway! With a minimum stay of 28 days, it accommodates up to 6 adults and 1 child, making it ideal for families or groups. The master bedroom features a king-size bed, while the guest bedroom offers a queen-size bed. Additional...
Key Amenities
About this property
Named one of the most romantic destinations in the world, this Magnificent brand new home in the heart of Islamorada is nestled between Cheeca Lodge Resort and Caribbean Resort offers a unique and luxurious experience for those looking for a private getaway. This 4 bedroom/4.5 bath home services from...
Featured review
Had a great time! The house was amazing and well-appointed. We grilled, we cooked, amd we walked to several great dinner spots. The pool was excellent with the grandchildren. Highly recommended!
Why Choose FloridaRentals.com?
No Booking or Service Fees
Save up to 25% compared to other websites - no hidden costs.
Connect Directly with Hosts
Book with confidence and get the best rates.
Florida's #1 Vacation Rental Site
Trusted by millions - your go-to for the perfect Florida getaway.
Key Amenities
About this property
Immerse yourself in the luxury and beauty of Oceanside, a brand-new gated community with 9 beachfront homes nestled in the heart of Islamorada. Our 4 bedroom home invites you to experience modern coastal comfort while its nearly 3000 square feet of indoor space provide ample room for family and friends....
Featured review
We had the best time at this house! Giovanna and her husband were wonderful hosts and were on top of everything we needed. The house itself is in a great location close to shops and restaurants. Book the...
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
Come and live the KeyZ life for the week or the month! Gorgeous home just off the open water on a deep water canal gulfside. This is a boater/fishing paradise with 60 feet of docking space, deluxe fish cleaning station located on the gulfside! Relax poolside at our signature swimming pool/tiki gar with...
Featured review
We came with our family of 10 and had a wonderful time. The house was perfect for us. It is beautiful and spacious. The outdoor area is fantastic with a sun deck, two sofas and large sun umbrella. The...
Key Amenities
About this property
PROPERTY NAME: Moon Bay A410 104350 Overseas Highway, Key Largo, FloridaLOCATION: Bayfront CondominiumMINIMUM STAY: WeeklyMILE MARKER: 104.3DETAILS: This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and...
Key Amenities
About this property
PROPERTY NAME: Bella 109 Valencia Drive Tavernier, FL 33036LOCATION: Bayside Canal home located in the popular Islamorada neighborhood of Venetian ShoresMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 86DESCRIPTION: Luxurious 4-Bedroom...
Key Amenities
About this property
This pet-friendly home completed in 2012 has 5 rooms, 3 king-size beds, and 4 twins plus a twin sofa bed and three full bathrooms. The home has a huge kitchen with custom made wood cabinets and top of the line stainless steel appliances including an indoor gas grill and a standing freezer: to keep the...
Featured review
SIX STARS * * * * * *This is a wonderful home with channel access right behind the house. It's perfect for the whole family, very spacious. The owners are very accommodating, making sure everything...
Key Amenities
About this property
Relax amongst the tropical sights and sounds in this charming ocean front condo.Ideal for couples, solo & budget travelers, Key West Road Trippers, Snowbirds, Sea-Foodies, Divers, Snorkelers & AnglersSEAS THE DAY - OR JUST RELAX - YOU'RE ON ISLAND TIME!The space With thoughtful and...
Distance to beach: 0.5 miles to White Marlin Beach
Key Amenities
About this property
*******Check us out on VRBO No. 2003434******** Please go to ....**To our guests** Nautilus Getaway has always been proud to utilize a contact-less check in process. We use CDC recommended standards for disinfecting in our all our cleaning protocols.As soon as you walk into this home you will...
Distance to beach: 0.6 miles to Cabana Club
Key Amenities
About this property
Salt & Seaglass- Porch, Dock, Pool Club. Sept 28 - Oct 10 Open & Big discount This welcoming, modern canal front duplex home provides a relaxing and comfortable atmosphere for your vacation in the Florida Keys!The home features 2 large bedrooms and 2 bathrooms, a modern kitchen with large...
Distance to beach: 0.1 miles to At Kawama Yacht Club
Key Amenities
About this property
Enjoy Key Largo - A Year Round Vacation Paradise *** Short Term Rentals Available**** * * NO PETS * * *NO PETS * * *NO PETS * * *. - the Associate does not permit renter's pets!!!* * * SPECIALS LISTED HERE WHEN AVAILABLE * * * RATE REDUCED - March 7 - 11 (4 nights) Inquire...
Featured review
They are individually owned condos with different layouts. Ours was nice but don’t expect it to be a five star hotel, they’re family vacation homes. There are three pools and a playground. It has a...
Key Amenities
About this property
Welcome to the Snow Grouper, a classic and comfortable vacation rental home in the much sought after Summerland Cove on Summerland Key.This two-bedroom, two-bathroom home is completely remodeled, with a layout that is welcoming, from the open concept kitchen and living room, to the beautifully furnished...
Distance to beach: 0.5 miles to Key Colony Cabana Club Beach
Key Amenities
About this property
Beautiful 2-story half duplex home on wide canal with boat slip. Sleeps 10 comfortably. 4 bedrooms, bathrooms and lower-level family room with mini kitchen make this a great place for multiple families to have private space or gather together.Plenty of parking for boat trailer and multiple vehicles,...
Featured review
INTERESTING LOCATION on an active canal in Key Colony Beach…Lots of space and privacy for a group of eight.Can accommodate ten.Good parking and boat accommodation.GARAGE WITH TONS OF STORAGE AND SECURITY..private...
Key Amenities
About this property
Escape to a relaxing getaway in the heart of the Florida Keys in Islamorada, known as the "Sport Fishing Capital of the World" This recently renovated home is perfect for families, multiple couples, or boating groups, offering flexible spaces and direct ocean access just minutes form top fishing,...
Key Amenities
About this property
Welcome to Dockside, your perfect keys getaway! Nestled in a serene location, Dockside offers a fully furnished retreat designed to make enjoying paradise effortless!Dockside is a fully equipped home; featuring a spacious and comfortable living space, a kitchen with all you need to prepare the day’s...
Key Amenities
About this property
Florida Keys Vacation Rentals – Need a private space to call home during your sunny stay in the Florida Keys? Conchy Joe’s is the place! This beautiful home has 3 bedrooms and 2 bathrooms. The interior is fully furnished and decorated in Florida Keys fashion with plenty of space for friends...
Featured review
Always enjoy our stays in Keys when we find such a lovely place to have family come to join us. Some homes have a great location some have great amenities, but finding one like this, that has both is...
Key Amenities
About this property
The name says it all, find your dream vacation home at Million Dollar View! Located on Big Pine Key, this perfectly placed piece of paradise sits on a convenient corner lot, providing ample space for boats, and some of the fastest access to water you can get anywhere in the Keys! When you aren’t...
Key Amenities
About this property
Summerland Escape lives up to the name in every possible way! This oceanfront property offers 2 bedrooms, 2 bathrooms, beautiful living room and dining areas with spectacular ocean views. The well-appointed open concept kitchen with all stainless appliances offers plenty of space for relaxing or entertaining....
Key Amenities
About this property
Available for the 2026 season! (weekly rentals permitted) Affordable piece of paradise! Escape the cold and come enjoy this Venture Out home with open concept, bright and airy rooms, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you’ll be amazed. This fully furnished home...
Key Amenities
About this property
Seeing is believing. The Captain's Quarters is a direct, oceanfront home on the Atlantic shoreline of Islamorada. For your planned getaway, come enjoy truly private and relaxing oceanfront living in the heart of Islamorada, in a unique home boasting a treasure-trove of Florida Keys history. The...
Key Amenities
About this property
PROPERTY NAME: Conch Bar South 194 Indian Mound Trail, Plantation Key, FloridaLOCATION: Bayside home located at the mouth of a wide canalMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months Allowed MILE MARKER: 89 DETAILS: This magnificent home is located at the...
Key Amenities
About this property
Coastal Themed Villa Retreat in Paradise Awaits for You! Spacious Large Open Floor Plan on 2nd Floor with large Family Room and 2 Large Bedrooms each on opposite sides of the unit. Large Open Kitchen to Family and Dining Area...Bathrooms are also Coastal Themed. Villa is quiet and peaceful surrounded...
Key Amenities
About this property
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Rock Harbor's most upscale neighborhood. The area has the distinction of being Key Largos newest oceanfront gated destination, with some of the most...
Distance to beach: 2 miles to Picnic Island (by Boat)
Key Amenities
About this property
Beautifully kept private and secure canal front (220' of waterfront) home. Located at the end of a dead end street in a residential neighborhood alLows for privacy and extra relaxation. Fully updated kitchen, fully equipped with coffee maker, espresso maker, blender, bullet blender, etc. Ideally...
Featured review
The property is updated, super comfortable, spacious, and beautifully decorated. We will be visiting again!
Key Amenities
About this property
Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys.FLORIDA KEYS VACATION RENTALS! This stylish home is outfitted in Florida tropical style with cool and...
Key Amenities
About this property
PROPERTY NAME: Sandglass 4 74980 Overseas Highway #4, Islamorada, FLLOCATION: Bayside Town House Located in Lower MatecumbeMINIMUM STAY: 7 DaysMILE MARKER: 74.9DETAILS: ONE OF A KIND!!! Magnificent two story townhouse with 5 bedrooms and 3 baths located on Lower Matecumbe in Islamorada....
Featured review
Place was super - location decor and views- only issues we had were the a/c did not work well 1st 3 days and we couldn’t sleep in bedrooms even with fans- so the 3 nights we had to sleep in living area...
Key Amenities
About this property
Island Tropical Bungalow! This lovingly maintained, delightful and spacious 3/2 with large expanded porch and Boat ramp just crossing the street makes a great getaway. All utilities are included (water, power, wifi, tv) Large shed in back with laundry (washingmachine and dryer). Totally redone...
Key Amenities
About this property
PROPERTY NAME: Twice the Charm 214 S. Ocean Shores Dr, Key LargoLOCATION: Oceanside Canal Front HomeMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 98.5DETAILS: "Twice the Charm" is a gorgeous newly remodeled single family...
Key Amenities
About this property
We have owned and rented this property for 20 years and have been coming to Seagulls Condominiums for over 40 years. The condo bathrooms and bedrooms have just been updated and the entire building has just finished a major upgrading and painting. If my pics don't import from vrbo 49422, then you...
Featured review
Classic art deco style building which was fully remodeled both inside and out. The owners are very responsible and have been doing this a long time.
Key Amenities
About this property
Pool & Jacuzzi Resurfacing NoticePlease be advised that the pool and jacuzzi area will be closed for resurfacing beginning: July 6th – August 30th (weather permitting)The entire pool and jacuzzi area will be fully closed off during this time to allow the contractor to safely complete...
Featured review
Very thing was good the condo was perfect and the pool was great the parking was close to the elevator
Key Amenities
About this property
PROPERTY NAME: Mango House 81212 Old Highway Islamorada, FloridaLocation: Ocean side located on the Old Road by Green Turtle RestaurantMINIMUM: 28 Days, All stays must be the whole month (s), No Partial Months AllowedMile Marker : 81Details: This home is absolutely beautiful with Keys...
Distance to beach: 0.9 miles to Founders Park
Key Amenities
About this property
Oceanfront gated community. Offers pool overlooking the ocean, pier which you can fish off of, clubhouse, sauna, exercise room, and very clean bathrooms by the pool. 2 Bed, 2 Bath. Master bedroom offers queen bed, sitting room, coffee, 50 inch smart tv, storage, master bath separate toilet. 2nd Bedroom...
Featured review
We spent a month in Sharon's condo (January 2025). Upon arrival we had everything we needed for the month! She goes above and beyond stocking the kitchen, cleaning supplies, pantry etc. The bedrooms are...
Key Amenities
About this property
Charming Pool Cottage in the Heart of Old Town Key WestPerfectly situated in historic Old Town Key West, this quaint and inviting pool cottage offers the ideal island escape for a couple, with room for occasional guests. Thoughtfully decorated and impeccably maintained, the home features a newly renovated...
Key Amenities
About this property
Tom's Oceanfront PenthouseExperience coastal luxury at Tom's Oceanfront Penthouse, a stunning 3-bedroom, 2-bathroom unit ideally located in a prime spot within the complex. Just steps from the elevator, this expansive 2,000 sq. ft. penthouse offers the ultimate in comfort and convenience,...
Key Amenities
About this property
Meet your perfect vacation getaway, Maracaibo Manor! Located on Little Torch Key in the highly desirable Jolly Roger Estates neighborhood, with excellent deep water access for boating, diving, fishing and snorkeling at the famous Looe Key Reef.This roomy home has two bedrooms and two bathrooms upstairs,...
Key Amenities
About this property
The South House is a superb vacation home on Summerland Key. It offers everything you need to make your Florida Keys vacation truly memorable.The downstairs pool area is private and serene. There are several lounging areas to enjoy suntanning or wonderful afternoon shade. The crystal blue pool is...
Key Amenities
About this property
Enjoy the ocean views from this beautifully appointed condo in the exclusive Key West Beach Club.This two-bedroom, two and half-bath waterfront condo that has been newly renovated with casual furnishing and all the comforts of home: central air conditioning, cable TV, washer/dryer, Wi-Fi, and a fully-equipped...
Key Amenities
About this property
Welcome to Turtles Nest! A beautiful 2-bedroom 2 bath condo in the heart of Marathon complete with 40' boat slip and a private boat ramp! 30 steps to the water and heated pool, this 2/2 condo is ready for your changes in attitudes, changes in latitudes!Community/Location: - beautiful canal-front...
Key Amenities
About this property
Enjoy breathtaking sunsets on the private beach while staying in this beautifully remodeled corner unit. The unit was completely gutted in 2021 and features 2 bedrooms plus a built out loft and 3 full bathrooms.The unit has a huge master with a king bed plus a bathroom/walk-in closet and...
Featured review
We stayed at this location in April-May 2026. It was amazing. My parents stayed with my husband and I and our 10 year old son. The unit was immaculate. It was clean, beautiful and fully equipped for our...
Key Amenities
About this property
We have a lovely oceanside cottage in Marathon Key, Florida, close to everything with hidden amenities. The cottage has a large yard and plenty of room to park boats, RVs, and wave runners. This modernized cottage is for you if you all need a great place to stay. This quaint and cozy home offers good...
Key Amenities
About this property
Off the HookImagine your vacation in this stunning custom-built modern 3-bed, 3-bath pool home, "Off the Hook," on the edge of Marathon. This newly built Florida Keys retreat welcomes you with a striking foyer and floor-to-ceiling windows that blend indoor luxury with outdoor beauty.The...
Distance to beach: 2 miles to Smathers
Key Amenities
About this property
28 minimum nights required by city of Key west. New listing-One level home! Relatives have stayed and loved it. Rates: October $9,000, November is $16,000 /month, December $18,000/month, January, 2027 $21,000/month, February $23,000/month, March $23,000 per month, April, 2027 $17,000 per month, cleaning...
Key Amenities
About this property
PROPERTY NAME: Sunshine Place 84371 Overseas Highway, Islamorada, FLLOCATION: Oceanside HouseMINIMUM STAY: WeeklyMILE MARKER: 84.3DETAILS: "Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing...
Key Amenities
About this property
Must See Stunning 3095 Sq. Ft 4/4 SFH on ground level with pool, 45 ft of dockage, outdoor kitchen and access to the ocean by boat.This gorgeous property features an open floor plan with elegant furnishings, state of the art kitchen with Viking appliances and an induction cooktop, quartz countertops,...
Featured review
I didn’t know much about Marathon other than it was in the keys. Upon hearing from a family friend that it was the Keys best kept secret we couldn’t resist. The Sunny Daze house was perfect for my family...
Key Amenities
About this property
Welcome to San Remo Retreat, a very unique property located in the highly desirable Doctor’s Arm neighborhood on Big Pine Key. Bring your boat, plenty of dock space here! The fish cleaning table will hold your biggest catch of the day!You will feel right at home in this very nicely decorated,...
Key Amenities
About this property
Amazing Waterfront Home with Fabulous Pool and Sunset ViewsWelcome to the Sugarloaf Guest House, the perfect Florida Keys Island Getaway. As you enter the gate to this charming seaside cottage, you will experience its charm and relaxing vibes. A gorgeous new pool with graceful waterfalls make it the...
Key Amenities
About this property
The Cottage is a free-standing 2 bedroom/2 bath villa located on a small resort property nestled in a native hammock on Florida Bay. The Cottage is a “conch-style” cottage which was just completely remodeled and renovated and is completely new, from the tile floors to the new tongue-and-groove...
FAQ
View on map
List view