
Holiday rentals in Monroe County
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Top-rated holiday rentals in Monroe County
Guests agree: these stays are highly rated for location, cleanliness and more.

Keys to Ohana. Ocean views. Private Pool, Hot Tub
Relax and enjoy in this contemporary styled Inlet-next-to-ocean home. This is a Single Family house that is roomy and has much privacy, a large carport area, storage room & backyard Bring your boats & use the 60 foot dock, located literally a stone's throw from the Ocean. The property boasts 3 bedrooms, 2 1/2 baths in an expansive open floor plan living area with spectacular Atlantic Ocean views and enormous sun deck Note: Optional pool heat costs $150 and optional hot tub heat costs $75

Enjoy our Beautiful Home on a Fun Canal! Hot tub!
Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

Perfect Bay Views at Spacious Condo in Grove Hotel
Escape to this stunning 2-bed, 2.5-bath condo at Hotel Arya in Coconut Grove! Enjoy a fully equipped kitchen, in-unit washer/dryer, and access to all the hotel’s incredible amenities, including the pool, gym, concierge services, one free self-parking spot in the building's garage, and more. Relax and take in the breathtaking direct bay views from your private wraparound balcony, all while being right in the heart of Coconut Grove. The best view and price in the Grove! Book your stay today!

BellaMoon Oasis Miami
Experience unparalleled modern luxury in South Miami Heights with this beautiful 5 bedroom, 3.5 bathroom single-family home. The interior showcase elegant porcelain flooring, pristine white quarts countertops, and contemporary italian cabinetry. Step outside to discover a private retreat with custom pergolas and meticulously landscape gardens. You'll be captivated by the stunning 28 x 40 custom heatedpool with saltwater system featuring three beach- style entries and a magnificent jacuzzi

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Soencers boat yard Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

Family Lakefront Lux Paradise/Pool/BBQ & Mini Golf
Enjoy a stylish and relaxing stay in this spacious, sun-filled home near the Zoo and local attractions. The property features well-distributed bedrooms, modern living spaces, a cozy living and dining area, and a fully equipped kitchen. Each bedroom offers comfortable beds and natural light. Outside, enjoy a private heated pool at no extra cost and a large fenced backyard, designed to prevent access to the canal beyond the property for a safe and relaxing outdoor experience.

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

“Have Fun at Hacienda Paraíso” Suite 1 | pool |
Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

The Salty B Vacation Rental
The owner of this property took extra time to make sure your stay on the island is everything you dreamed. This 6 bedroom 3 bath home sits just across the street from the Gulf of Mexico with beautiful views from every window. There is a space for everyone to relax in the backyard paradise. Book your Island Experience Today! The sleeping arrangements are BD 1-Queen BD 2- Queen BD 3- 2 Queens BD 4- Queen BD 5- 2 Twins BD 6- (Master)King

P38 - Charming 1 bedroom, waterfront duplex with p
This cute and cozy, all ground level 1 bedroom, 1 bath unit is perfect for the couple who loves comfort, quiet and the beauty of Key Colony Beach. The back of this home has great outdoor space. Perfect for lounging by the water with an evening cocktail or soaking spa. This home also comes with access to the Cabana Club; its private beach, large pool, bar and grill. The Cabana Club is walking distance from this home.

Spacious 3Br/3Ba, 70ft Dock, March avail VACA23-16
Enjoy the boutique decor of our large, spacious home. Our place is a short distance from Sombrero Beach, with bicycles available to ride there. Our property is on a wide and deep canal, with both ocean and gulf access. Our dock is 70 ft, so ideal place for large boats, or you can even bring 2 boats. Free parking, with space to park boat trailer. We include free passes to the Sea Turtle Hospital to guests.
Popular amenities for Monroe County holiday rentals
Other great holiday rentals in Monroe County

Villa Sombrero

Serene Meadows Ranch

Everglades-Homestead. Tropical Retreat. Miami-Keys

3/2 Home with Pool & Bbq near Dadeland Mall

Home 35 Minutes From Miami

Dream Miami Stay | Heated Pool | Game Room

The Coral Gables Experience - Full Home!

Sunny Oasis with Private Pool
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Calusa Beach & Loggerhead Beach
- Coral Castle
- Sea Oats Beach
- Schnebly Redland's Winery & Brewery
- Long Beach
- Bahia Honda State Park
- Conch Key
- Theater of the Sea
- Everglades Alligator Farm
- Homestead-Miami Speedway
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Monkey Jungle
- Sunset Park
- Dolphin Research Center
- Calusa Campground
- Robbies Marina Of Islamorada
- Florida Keys Aquarium Encounters
- Founder's Park
- The Turtle Hospital
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