Key West, Florida Vacation Rentals

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1 - 20 of about 977 from 10 sites
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Location:Marathon, Florida
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, CD Player, Cable/Satellite TV, Coffee Maker, Dishes, Dishwasher, Full kitchen, Laundry, Linens, Microwave, Pets OK, Phone, Refrigerator, Stereo, Stove, TV, Toaster, Utensils, VCR & more amenities »
Activities:Beach, Boating, Fishing, Museums, Shopping, Snorkeling & more activities »

Description: You will certainly enjoy our centrally located waterfront home in Marathon� you 'll also enjoy having all the comforts you need right here in our Florida Keys vacation rental home. And be on the lookout ... more details »
Location:Key West, Florida
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, Dishwasher, Full kitchen, Internet Access, Linens, Microwave, Refrigerator, Stereo, Stove, Swimming Pool, TV, VCR & more amenities »
Activities:Beach, Restaurants, Shopping

Description: Just pack your shorts and sandals, your Jimmy Buffet CD 's, pick up a Hemmingway book, and head for this fantastic 3 bedroom, 2 bathroom abode in the heart of Key West. When you walk ... more details »
Location:Marathon, Florida
Bedrooms:4
Bathrooms:5
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Kitchenette, Laundry, Linens, Microwave, Oceanfront, Oven, Patio, Pets OK, Phone, Refrigerator, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Beach, Boating, Fishing, Jetskiing, Kayaking & more activities »

Description: Beautiful 10,000 sq.ft. home on a deep water canal with access to the ocean, 1 block from the beach. 4 bedrooms, 5 baths, pool, hottub, 2 master bedrooms, 2 big scree TV with DVD. Bar, ... more details »
Location:Marathon, Florida
Bedrooms:2
Bathrooms:2
Sleeps:4
Property Type:Condo

Amenities:Air Conditioning, Alarm Clock, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Disability Access, Dishwasher, Elevator, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Ocean View, Oven, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Boating, Fishing, Golf, Gym, Jetskiing, Kayaking, Scuba Diving, Shopping, Snorkeling, Tennis, Windsurfing & more activities »

Description: This deluxe two bedroom ocean view condo is located on Key Colony Beach, a small island paradise in Marathon in the heart of the Florida Keys. This unit is on the top floor of a ... more details »
Location:Marathon, Florida
Bedrooms:2
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Beachfront View, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oceanfront, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Beach, Boating, Fishing, Golf, Gym, Hiking, Jetskiing, Kayaking, Parasailing, Scuba Diving, Shopping, Snorkeling, Tennis, Water Skiing, Zoo & more activities »

Description: WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own private tropical island in the Gulf of Mexico. You have your own 17 foot center console boat with 50 HP ... more details »
Location:Mexico
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Condo

Amenities:Air Conditioning, BBQ, Beachfront View, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Disability Access, Dishwasher, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Laundry, Linens, Microwave, Oceanfront, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, VCR & more amenities »
Activities:Beach, Boating, Fishing, Golf, Gym, Hiking, Horseback Riding, Jetskiing, Kayaking, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Swimming, Tennis, Volleyball, Water Skiing, Whale watching, Windsurfing, Zoo & more activities »

Description: On the Costa Azul Beach Best for 2 or 3 adults or 2 adults with 2-3 small children. Closest condos to the 7mile long beach Surfing (world class) to your right - including rock obstacles ... more details »
Location:Big Pine Key, Florida
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Blender, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Full kitchen, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Boating, Fishing, Gym, Kayaking, Scuba Diving, Shopping, Snorkeling & more activities »

Description: Stilt house in Big Pine Key, Florida Keys, 30 miles NE of Key West. 3 BR, 2 full Baths. Kitchen, dining and living area together. Unscreened deck/porch in front. Approx. 1000 sq. feet upstairs.Parking under ... more details »
Location:Big Pine Key, Florida
Bedrooms:3
Bathrooms:2
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, VCR & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Kayaking, Miniature Golf, Sailing, Scuba Diving, Shopping, Snorkeling, Swimming, Tennis, Water Skiing, Windsurfing & more activities »

Description: This house is located in Long Beach Estates, one of the most private neighborhoods in the Keys. It is a private peninsula that is cushioned by a large beautiful wildlife preserve with deep water access ... more details »
Location:Marathon, Florida
Bedrooms:2
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Beachfront View, Blender, Cable/Satellite TV, Coffee Maker, Deck, Full kitchen, Hair Dryer, Internet Access, Linens, Microwave, Oceanfront, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, Towels & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Gym, Hiking, Jetskiing, Kayaking, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Tennis, Water Skiing, Windsurfing, Zoo & more activities »

Description: WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own tropical island in a quiet cove of protected mangroves in the Gulf of Mexico. You stay on a 2 bedroom ... more details »
Location:Key West, Florida
Bedrooms:2
Bathrooms:2
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Laundry, Linens, Microwave, Oceanfront, Outdoor Shower, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Basketball, Beach, Biking, Boating, Fishing, Golf, Gym, Jetskiing, Kayaking, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Tennis, Windsurfing & more activities »

Description: Ahoy! PirateHead Cove, your affordable vacation dream-come-true is now taking bookings for 2016! Max occupancy: 2 couples or 1 couple with up to 3 children under 12. The calendar on this site shows availability. We ... more details »
Location:Key West, Florida
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Basketball, Beach, Biking, Boating, Fishing, Golf, Gym, Parasailing, Restaurants, Sailing, Scuba Diving, Shopping, Snorkeling, Tennis, Volleyball, Water Skiing & more activities »

Description: KEY COLONY BEACH IS in the heart of the Florida Keys The city, called the Gem of the Florida Keys, is a on an island just south of the Overseas Highway connected via a causeway ... more details »
Location:Marathon, Florida
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Fireplace, Full kitchen, Hair Dryer, Iron, Laundry, Linens, Microwave, Oceanfront, Outdoor Shower, Oven, Patio, Pets OK, Playground, Pool Table, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Gym, Jetskiing, Kayaking, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Swimming, Tennis, Water Skiing, Windsurfing & more activities »

Description: Private island, on ocean side of Marathon! 3 bedroom, 2 bath & 21-ft Carolina skiff. Entire island to yourself!! Coral reef, 1/4 mile off-mainland. Spectacular 2700 sq ft, living area - 2300 sq ft, hammock-studded ... more details »
Location:Key West, Florida
Bedrooms:2
Bathrooms:2
Sleeps:4
Property Type:Condo

Amenities:Air Conditioning, Alarm Clock, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Gym, Jetskiing, Kayaking, Museums, Parasailing, Restaurants, Sailing, Scuba Diving, Shopping, Snorkeling, Tennis, Water Skiing, Windsurfing & more activities »

Description: 7 day minimum please This fully furnished newly updated getaway is so close to all the local Key West bars & restaurants and museums just take a short stroll or jump on a bike and ... more details »
Location:Marathon, Florida
Bedrooms:6
Bathrooms:5
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Blender, Cable/Satellite TV, Computer Access, Deck, Dishwasher, Full kitchen, Garage, Internet Access, Laundry, Linens, Microwave, Oceanfront, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Beach, Boating, Fishing, Golf, Jetskiing, Kayaking, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Swimming, Whale watching, Windsurfing & more activities »

Description: About 10,000sq ft Luxurious 5 Bedrooms with Office, 5 Baths, Deep Waters Canal along with Dock Area, 4 floors, Swimming Pool, Deck at all floors, a few steps distance from the Sombrero Beach that is ... more details »
Location:Cudjoe Key, Florida
Bedrooms:6
Bathrooms:3
Sleeps:14
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Laundry, Linens, Microwave, Ocean View, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, VCR & more amenities »
Activities:Basketball, Beach, Boating, Fishing, Golf, Gym, Kayaking, Scuba Diving, Shopping, Snorkeling, Tennis, Volleyball, Water Skiing & more activities »

Description: This 2 acre gated property is great for large groups wanting space and privacy. Architecturally Designed: A private Caribbean-style accommodation with adjacent guest house, we have been renting since 2003. What we offer is as ... more details »
Location:Marathon, Florida
Bedrooms:2
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Deck, Disability Access, Dishwasher, Full kitchen, Garage, Hair Dryer, Hot Tub, Internet Access, Iron, Laundry, Linens, Microwave, Oceanfront, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, VCR, Wireless Internet Access & more amenities »
Activities:Beach, Biking, Boating, Fishing, Golf, Jetskiing, Kayaking, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Water Skiing, Whale watching, Windsurfing & more activities »

Description: Get away from the outside world at this lovely hide-away that includes two bedrooms and two bathrooms, a pull-out sofa with panoramic view of the Gulf of Mexico from every room. We've made an effort ... more details »
Location:Key West, Florida
Bedrooms:2
Sleeps:6
Property Type:Condo

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Basketball, Beach, Biking, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Jetskiing, Kayaking, Miniature Golf, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Tennis, Volleyball, Water Skiing, Windsurfing & more activities »

Description: TEE BY THE SEA vacation rental (we include 7 bikes free for our guests!!!) If you love...GOLF, SPORT FISHING/BOATING, ART/THEATER AND FANTASTIC LIVE ENTERTAINMENT...than you'll love Tee by the Sea. We're less then 1/2 mile ... more details »
Location:Marathon, Florida
Bedrooms:4
Bathrooms:3
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Basketball, Beach, Boating, Fishing, Golf, Gym, Jetskiing, Kayaking, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Tennis, Volleyball & more activities »

Description: This luxurious executive home is located in the Heart of the Florida Keys on Yacht Harbor Island in Marathon. Come and enjoy the new private pool surrounded by paver decking and two tiki huts for ... more details »
Location:Marathon, Florida
Bedrooms:2
Sleeps:5
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Phone, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Beach, Boating, Canoeing, Diving, Fishing, Golf, Jetskiing, Kayaking, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Tennis, Water Skiing & more activities »

Description: Relax in the Fabulous Florida Keys in your Tropical Bungalow! Two bedroom, 1.5 baths, very tropical atmosphere. Neat, clean, and comfy, with tile floors throughout. Smoking is not permitted! Easy access to the Gulf of ... more details »
Location:Marathon, Florida
Bedrooms:2
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Beach, Boating, Fishing, Golf, Gym, Jetskiing, Kayaking, Sailing, Scuba Diving, Shopping, Snorkeling & more activities »

Description: Welcome to DragonFly Lite our home in the Keys, the house has 2 bedrooms a Queen in the master and a full size in the guest room, one bathroom, all the towels you will need ... more details »
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