Best & Cheap Romantic Getaways in Florida Keys, FL

Compare romantic getaways, From $48/night

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Best & Cheap Romantic Getaways in Florida Keys, FL: Top Deals

Tropical Sabbatical
House
Tropical Sabbatical
3.1 (10 reviews)
This House is located near the tropical paradise of Key West, Florida. Popular restaurants nearby include The Flaming Buoy Filet Co., Pepe's Cafe and Louie's Backyard. For activities, visitors can take a sunset cruise on the Schooner Western Union or explore the nature trails at Fort Zachary Taylor State Park. Pets are not allowed.
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$178 /night
Charming 2bdr/2bth waterfront home in beautiful Cudjoe Key gated community
Guest Suite · 6 Guests · 2 Bedrooms
Charming 2bdr/2bth waterfront home in beautiful Cudjoe Key gated community
4.8 (4 reviews)
This charming 2 bedroom, 2 bathroom waterfront home is located in a beautiful gated community of Cudjoe Key. It can comfortably accommodate up to 6 people and pets are allowed. Popular nearby attractions include the Looe Key National Marine Sanctuary for snorkeling and diving, Robbie's Marina for fishing charters, and the Old Wooden Bridge Fishing Camp for kayaking. There are also plenty of restaurants such as Big Pine Steak & Lobster House, The Fish House Encore, and Conch Cafe.
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$557 /night*
Newer Stilted Unit with Ocean View
Guest Suite · 6 Guests · 2 Bedrooms
Newer Stilted Unit with Ocean View
4.1 (7 reviews)
This Guest Suite is a great getaway for families and friends located in the Florida Keys. It offers an ocean view from its stilted unit, and has enough space to sleep 6 people comfortably. Pets are also allowed. Nearby popular attractions include the Turtle Hospital, Anne's Beach, Key West Aquarium, and Bahia Honda State Park. For dining options, visitors can enjoy meals at Blue Heaven Restaurant, Hogfish Bar & Grill, and Santiago's Bodega. There are also plenty of trails for outdoor activities such as The Nature Trail and The Old Road Trail.
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$523 /night*
Tranquility in Paradise - Sugarloaf - 17 miles to Key West
House
Tranquility in Paradise - Sugarloaf - 17 miles to Key West
This House is located in Sugarloaf, 17 miles away from Key West. It's a tranquil paradise perfect for those looking to relax and get away from it all. Popular restaurants nearby include La Trattoria Oceanside Italian Restaurant, Lost Reef Resort and Captiva Island Inn. Guests can also enjoy activities such as fishing, kayaking, and snorkeling at the local beaches and trails like the Old Wooden Bridge Nature Park Trail.
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$260 /night
ATLANTIS...Ocean Front Cottage Retreat!
Guest Suite · 6 Guests · 2 Bedrooms
ATLANTIS...Ocean Front Cottage Retreat!
4.7 (7 reviews)
This Guest Suite is an ocean front cottage retreat located in the Florida Keys. It can accommodate up to 6 people and does not allow pets. Nearby popular attractions include the Dolphin Research Center, Curry Hammock State Park, Key West Butterfly and Nature Conservatory, Marathon Turtle Hospital, Long Key State Park, and Pigeon Key Historic District. Popular restaurants near this location include Mangrove Mamas, Castaways Restaurant & Sushi Bar, and The Island Fish Company. There are also a variety of trails nearby perfect for outdoor activities such as kayaking, fishing, and hiking.
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$1240 /night*
Houseboat in the Harbour
Boat
Houseboat in the Harbour
This Boat is situated in the Harbour, offering a convenient location near popular restaurants, activities and trails. Nearby attractions include the Harry Harris Park, which features a playground, picnic tables, and a beach; the Caribbean Club Restaurant, which serves up delicious seafood entrees; and the Curry Hammock State Park, which offers biking and hiking trails for outdoor enthusiasts. Pets are not allowed on this Boat.
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$728 /night
Sparkling Clean & New Turn Key 1Bd/1Ba
Guest Suite · 2 Guests · 1 Bedroom
Sparkling Clean & New Turn Key 1Bd/1Ba
4.8 (45 reviews)
This Guest Suite is located in the heart of Key West, Florida, and it offers a sparkling-clean and turnkey one bedroom and one bathroom for up to two people. It also allows pets. Nearby popular restaurants include Blue Heaven, Pepe's Cafe, and Louie's Backyard; there are also plenty of activities like kayaking, snorkeling, and parasailing available. You can take a scenic stroll through Fort Zachary Taylor Historic State Park or enjoy a relaxing day on the beach at Smathers Beach.
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$411 /night*
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Which Price Range Is Considered As A Good Deal in Florida Keys, FL Area?
Vacation House & Condo Rental Price Information in Florida Keys, FL
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The graph shows the percentages of vacation homes in each price bucket. Florida Keys has the largest percentage (18.69%) of homes in $150 - $200 price range.
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How Many Rental Accommodations Are Pets Friendly in Florida Keys, FL?
Pets Allowed vs Not Allowed in Florida Keys, FL
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34.27% of vacation homes in Florida Keys are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
What are the best restaurants to visit for a romantic dinner in Florida Keys, FL?
Romantic Restaurants in Florida Keys, FL
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Florida Keys is one of the most romantic places on earth. Whether you’re looking for a quiet spot for two or a lively restaurant where you can celebrate your love, these restaurants offer something special. From waterfront views to unique menus, each offers an unforgettable experience.

  • The Fish House: This seafood restaurant has breathtaking views overlooking the Atlantic Ocean and serves up some of the freshest fish in Florida Keys. Enjoy a romantic dinner with your special someone while watching the sun set over the water.
  • Lazy Days South Restaurant & Bar: This casual dining spot offers a variety of dishes from burgers and sandwiches to fresh seafood. The outdoor seating area overlooks the ocean and provides a perfect setting for a romantic night out.
  • Latitudes: Escape to this hidden gem tucked away in Key West. This upscale restaurant offers an intimate atmosphere, creative cocktails and delectable cuisine. It's the perfect place to celebrate an anniversary or other special occasion.
What activities should couples enjoy while in Florida Keys, FL?
Romantic Activities in Florida Keys, FL
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Couples visiting Florida Keys will never be short of romantic things to do. From beautiful sunsets to private boat tours, there are endless opportunities for fun and romance. Take advantage of all that this stunning destination has to offer with these great ideas.

  • Fury Water Adventures: Take a private sunset cruise around the islands with Fury Water Adventures. Relax together on the boat while enjoying spectacular views of the sunset and indulging in complimentary champagne and snacks.
  • Fort Zachary Taylor State Park: Spend the day at this historic state park and explore the trails, beach and fort ruins. Pack a picnic lunch and find a secluded spot along the beach for a romantic afternoon.
  • Key Lime Bike Tour: Rent a bike for two and take a guided tour of Key West. Explore the island's quaint streets and get to know its history as you pedal along. Stop for key lime pie or other local treats and capture gorgeous views of the city.
Best Tourist Attractions in Florida Keys, FL?
Top Rated Places to Visit in Florida Keys, FL
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The most common & popular places (a.k.a points of interests) here in Florida Keys, FL are:

How Many Airports in Florida Keys, FL?
Top Airports in Florida Keys, FL
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Here are the airports that located near Florida Keys:

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