
Florida Keys Rentals

- From $1485 per night (USD)
VRBO
Perfect for Groups! 2 Pet-friendly Units, Onsite Pool, Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We are about getting out there and having fun in the unmatched beauty of bayside Key Largo. Take an early morning swim i ...
From $1485 per night (USD)VRBO
- From $1223 per night (USD)
VRBO
Relax in Paradise! 2 Family-friendly Units, Swimming Pool, Pets are Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We are about getting out there and having fun in the unmatched beauty of bayside Key Largo. Take an early morning swim i ...
From $1223 per night (USD)VRBO
- From $1658 per night (USD)
VRBO
Steps from the Ocean! 2 Units, Pets Allowed, Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
We are about getting out there and having fun in the unmatched beauty of bayside Key Largo. Take an early morning swim i ...
From $1658 per night (USD)VRBO
- From $1113 per night (USD)
VRBO
2 Units in Key Largo's Coastal Charm, Pets Allowed, Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We are about getting out there and having fun in the unmatched beauty of bayside Key Largo. Take an early morning swim i ...
From $1113 per night (USD)VRBO
- From $2043 per night (USD)
VRBO
Relax and Recharge! 2 Premium Units, Pet-friendly, Beach Access, Onsite Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We are about getting out there and having fun in the unmatched beauty of bayside Key Largo. Take an early morning swim i ...
From $2043 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Nauti Hideaway Ocean Pointe 2314
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: New listing at Ocean Pointe - this bright and modern condo is ready to help you create life long memories. This ...
From $315 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Aqua Vista Ocean Pointe 3307
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Privately Owned - Oceanfront escape with pool, hot tub, marina & beach Enjoy this recently renovated suite with ...
From $316 per night (USD)VRBO
- From $473 per night (USD)
Expedia
Southern Exposure in Cudjoe Key #49
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom, 1 bathroom home has Panoramic Ocean Views, Southern Exposure, direct oceanfront access with a 45-foot co ...
From $473 per night (USD)Expedia
- From $532 per night (USD)
VRBO
Blue Heaven in Cudjoe Key #99
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spectacular water views from this beautifully maintained 2-bedroom, 2 full bathroom waterfront home located only 4 lots ...
From $532 per night (USD)VRBO
- From $563 per night (USD)
Expedia
Fun in the Sun in Cudjoe Key! #51
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Panoramic Ocean Views! 35' Concrete Seawall to Dock your Boat! This beautifully updated and well-maintained stilt home o ...
From $563 per night (USD)Expedia
- From $649 per night (USD)
VRBO
Tiki Time in Cudjoe Key 136
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Upscale Oceanfront Retreat! This waterfront gem offers amazing views of the Atlantic Ocean and is the perfect getaway fo ...
From $649 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Paradise Palms in Cudjoe Key #635
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This tropical 2-bedroom, 2 full bathroom home has something for everyone! The kitchen boats new stainless-steel applianc ...
From $382 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Key Largo Village - 89 Tarpon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Key Largo, enjoy what this 2-bedroom has to offer. With 2 nice queen beds, AC, WiFi, a washing machine, and ...
From $124 per night (USD)VRBO
- From $1144 per night (USD)
VRBO
Ultimate Relaxation! 2 Waterfront Units, Pet-friendly, Outdoor Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We are about getting out there and having fun in the unmatched beauty of bayside Key Largo. Take an early morning swim i ...
From $1144 per night (USD)VRBO
- From $405 per night (USD)
VRBO
4-bedroom airport community house in Tavernier
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
*MORE PHOTOS TO COME AFTER RENOVATIONS* Experience Tavernier like a local in this 4-bedroom house. Step into a wonderful ...
From $405 per night (USD)VRBO
- From $2073 per night (USD)
Expedia
Private Beach Bayside 6 Bedroom Resort Home with Pool, Dock, & Garage
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
Owner managed property. We would love to welcome you to our oceanfront retreat, please note we take great care of our pr ...
From $2073 per night (USD)Expedia
- From $1235 per night (USD)
VRBO
New Large Luxury Rental - Sombrero Palms
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Sombrero Palms, a captivating retreat just a stone's throw away from the shores of Sombrero Beach. This charming rental ...
From $1235 per night (USD)VRBO
- From $185 per night (USD)
Expedia
A Sunkissed Bungalow-B205
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A perfect beach getaway in Key West! See the Sunset and stroll the sidewalks at this fabulous location away from the cr ...
From $185 per night (USD)Expedia
- From $190 per night (USD)
VRBO
A Kokomo Cottage: 3 BR, 2 BA Condominium in Key West, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautifully renovated 3 bedroom, 2 bathroom beach getaway is waiting for your perfect escape. See the Sunset and s ...
From $190 per night (USD)VRBO
- From $223 per night (USD)
Expedia
A Sandy Toes Retreat-A310
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautifully renovated 3 bedroom, 2 bathroom beach getaway is waiting for your perfect escape. See the Sunset and s ...
From $223 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Florida Keys Condo with Pool, Beach Access, Marina, Pickleball & More
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Tarpon Cove at Ocean Pointe Resort! Experience a high-quality resort that combines the comforts of a first-cl ...
From $277 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Take it Keysie, Waterfront House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to “Take it Keysie” your tropical/waterfront retreat in Marathon, Florida! Located in the heart of the Florida ...
From $397 per night (USD)Expedia
- From $836 per night (USD)
VRBO
Coral House in Key Colony 3 Bed, 2 Bath, Pet Friendly, Dockage & Cabana Club!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Please Note *this home is on a Saturday-to-Saturday reservation schedule* The legendary Coral House available to rent f ...
From $836 per night (USD)VRBO
- From $442 per night (USD)
VRBO
Charming 3-bedroom house with Amazing Gulf Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Have a truly blissful vacation at this charming, Gulf Front home that sits on one acre of pristine property on exclusive ...
From $442 per night (USD)VRBO
- From $689 per night (USD)
VRBO
Cozy 3bedroom Retreat with WiFi & AC in Stunning Key Largo Paradise Pet-friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to paradise in this charming 3-bedroom Key Largo retreat, perfectly located to give you easy access to the vibran ...
From $689 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Family 2BR w\/ Ocean Views, Pool & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $287 per night (USD)Expedia
- From $278 per night (USD)
VRBO
2BR Condo w\/ Partial Ocean Views, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $278 per night (USD)VRBO
- From $285 per night (USD)
Expedia
2BR Condo w\/ Ocean Views, Pool & Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $285 per night (USD)Expedia
- From $253 per night (USD)
VRBO
1BR w\/ Partial Ocean View, Pool & Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $253 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Key Largo 2BR - Ocean View, Pool & Near Bird Sanctuary
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Key Largo 2BR w\/ Partial Ocean Views & Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $282 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Escape to the Keys, Ocean View 2BR - Pool, Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $304 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Ocean View 2 Bedroom Condo – Pool, Beach, & More
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)VRBO
- From $363 per night (USD)
Expedia
2BR Condo w\/ Ocean View, Pool & Tropical Setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $363 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Key Largo 2 BR Condo - Ocean Views, Pool, Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $295 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Family-Friendly 2BR w\/ Views, Pool, & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $278 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Couples 2BR w\/ Ocean View, Pool & Tropical Setting
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Family 2BR w\/ Ocean View, Pool & Tropical Landscaping
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $296 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Key Largo Getaway 2BR - Ocean View, Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $297 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Ocean View 2BR - Pool, Beach – Relax. Unwind.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $296 per night (USD)Expedia
- From $278 per night (USD)
VRBO
2BR w\/ Ocean Views, Pool, Beach, Near Pennekamp Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $278 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Couples' Getaway 2BR w\/ Ocean View, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)Expedia
- From $296 per night (USD)
VRBO
2BR Ocean View Condo, Pool, Near Marine Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $296 per night (USD)VRBO
- From $277 per night (USD)
Expedia
2BR Condo w\/ Ocean Views, Tropical Landscaping, Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $277 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Couples' Retreat 2BR w\/ Ocean Views, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $277 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Ocean View 2BR - Pool & Near Bird Sanctuary
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Family 2BR w\/ Ocean View, Pool & Near Marine Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $379 per night (USD)VRBO
- From $294 per night (USD)
Expedia
2BR Condo w\/ Ocean Views, Private Beach & Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Ocean View 2BR - Pool, Beach & Sanctuary
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)VRBO
- From $294 per night (USD)
Expedia
2BR w\/ Ocean View, Pool, Beach, Near Coral Reef Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Family-Friendly 2BR w\/ Ocean View, Pool, Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $300 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Family-Friendly 2BR w\/ Ocean Views, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Ocean View 2BR - Pool, Beach & Tropical Landscaping
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Cozy 2BR Condo w\/ Ocean Views, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $285 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Relaxing 2BR w\/ Ocean View, Pool & Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)VRBO
- From $296 per night (USD)
Expedia
2BR - Ocean View, Pool & Near Founders Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $296 per night (USD)Expedia
- From $566 per night (USD)
VRBO
Friends' Getaway 2BR w\/ Ocean View, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $566 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Key Largo 2BR Condo - Ocean View, Pool, and Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $297 per night (USD)Expedia
- From $694 per night (USD)
VRBO
4-bedroom house in Islamorada, The Sportfishing Capital of the World
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
You won't be disappointed once you arrive at Paradise Shores. This completely remodeled Venetian Shores 4 BD / 3 BA cana ...
From $694 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Tropical cottage with private pool, two blocks from Duval - near Hemingway House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
The Conch-Out Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $246 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Island Comfort at Cudjoe Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Keys Getaway! Escape to paradise with this charming 3-bd, 2-ba canal-front home, perfect for those looking to unwin ...
From $294 per night (USD)VRBO
- From $639 per night (USD)
Expedia
Beachside Bliss~ Luxury Private Beachfront Home w Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Beachside Bliss Step into your coastal sanctuary! Immerse yourself in the Southeast Exposure, letting the sun's rays em ...
From $639 per night (USD)Expedia
- From $421 per night (USD)
VRBO
When Paradise is Key: Tropical Oceanfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
☀️ Discover the ultimate beachfront getaway in our newly renovated two-bedroom, two-bathroom condo, perfectly designed t ...
From $421 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Boomerang Boathouse in Key West
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Richley individual yet classic Key West are phrases that echo from Boomerang Boathouse, a 4 bedroom, 2.5 bath home with ...
From $360 per night (USD)Expedia
- From $638 per night (USD)
VRBO
Double Queen with Balcony, Ocean View, Isla Bella, Beach & Pool, Spa Wellness
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $638 per night (USD)VRBO
- From $485 per night (USD)
VRBO
Oceanfront Veranda King Suite, Beach Access, Isla Bella, Right Off Florida Keys
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $485 per night (USD)VRBO
- From $520 per night (USD)
VRBO
Right in the Middle of Florida Keys | Relaxing Private Beach & Outdoor Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $520 per night (USD)VRBO
- From $493 per night (USD)
VRBO
Oceanfront Accommodation | Enjoy Breakfast with a Scenic View on Your Veranda
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $493 per night (USD)VRBO
- From $798 per night (USD)
VRBO
2 Units | Double Queen Oceanfront w\/ Balcony, Scenic Cycling, Isla Bella
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $798 per night (USD)VRBO
- From $513 per night (USD)
VRBO
Scenic Veranda Double Queen, Isla Bella, Private Beach, Near Seven Miles Bridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $513 per night (USD)VRBO
- From $709 per night (USD)
VRBO
2 Oceant Front Room w\/ Own Balcony | Short Drive to Seven Mile Bridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $709 per night (USD)VRBO
- From $574 per night (USD)
VRBO
Relaxing Beachside Resort w\/ 5 Outdoor Pools | Near Famous Seven Mile Bridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $574 per night (USD)VRBO
- From $798 per night (USD)
VRBO
Gorgeous Beach Front Resort | Short Drive from Iconic Seven Mile Bridge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $798 per night (USD)VRBO
- From $700 per night (USD)
VRBO
King Balcony Suite, Beachfront Experience, Isla Bella Beach, Florida Keys
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the pri ...
From $700 per night (USD)VRBO
- From $400 per night (USD)
VRBO
New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Florida Keys are located off the southern coast of Florida. They are a string of tropical islands stretching about 1 ...
From $400 per night (USD)VRBO
- From $532 per night (USD)
Expedia
Atlantis House's Banyan Suite-voted top 25 in USA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Banyan Suite is a stunning vacation rental property located in the heart of Key West. This luxurious suite is situat ...
From $532 per night (USD)Expedia
- From $670 per night (USD)
VRBO
Atlantis House's Palm Suite-voted top 25 in USA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Palm Suite is a stunning vacation rental property located in the heart of Key West. This luxurious suite is situated ...
From $670 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Key West King Escape, Fairfield Inn, Outdoor Swimming Pool | Near Mallory Square
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $230 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Key West Stay Ideal For Couple Close to Mallory Square | Outdoor Swimming Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $230 per night (USD)VRBO
- From $498 per night (USD)
Expedia
The Perfect Catch: Family Fun and Boater's Bliss in the Keys!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
THE PERFECT CATCH! Escape to paradise in our private stunning Summerland Key Home! This beautifully remodeled residence ...
From $498 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Hideaway in Key Largo 2BR Condo - Ocean View, Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $296 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Ocean View 2BR Condo – Pool, Beach, near the fun
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Couples' 2BR w\/ Ocean View, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $350 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Family 2BR w\/ Ocean View, Pool & Tropical Setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $294 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Newly Renovated Hotel w\/ Outdoor Pool | Short Drive to Historic Old Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $259 per night (USD)VRBO
- From $259 per night (USD)
VRBO
Relaxing Double Queen, Fairfield Inn, Breakfast Included, Near Downtown Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $259 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Serene & expansive waterfront property located in Key Largo Florida.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come relax & enjoy everything the Florida Keys has to offer. Casa Bayview is conveniently located in Key Largo Florida. ...
From $205 per night (USD)VRBO
- From $2111 per night (USD)
Expedia
OCEAN FRONT OASIS PRIVATE RESORT LIKE HOME - WITH PROTECTED 45' BOAT SLIP
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 8
First time offered - only property of its kind in the keys, as featured in Global Mansions - Wall Street Journal. A tru ...
From $2111 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Key Largo 2BR - Partial Ocean Views, Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront resort with private sandy beach, marina, Jr. Olympic pool, hot tub, tennis, and more Located near Key Largo a ...
From $278 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Balcony on Duval - The Green Pineapple
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Summary: Beautiful 3-bedroom, 2-bath monthly rental located on Key West's famous Duval Street. Guests enjoy easy access ...
From $366 per night (USD)Expedia
- From $694 per night (USD)
VRBO
Pool, Pet Friendly, & Near Duval - Coastal Rose
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience the charm of downtown Key West in this cozy 1-bedroom unit with an additional loft and a shared pool ...
From $694 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Pet Friendly, Near Duval - Rose Petal Petite Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Located in downtown Key West, the 'Rose Petal Petite Suite' offers a cozy and charming accommodation experience ...
From $505 per night (USD)Expedia
- From $1034 per night (USD)
VRBO
Pet Friendly, & Near Duval - Rose Key Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Escape to paradise with this luxurious Key West retreat, perfect for families and groups looking to unwind in s ...
From $1034 per night (USD)VRBO
- From $697 per night (USD)
Expedia
Dog-friendly Keys house with pool, screened-in patio & children's items
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cheeseburger Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $697 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Waterfront Key Largo Oasis w\/ Boat Dock & Swim Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Find your paradise at 'Villa Bella,' a 2-bedroom, 1.5-bath vacation rental in Key Largo! With its canal view, ocean acce ...
From $307 per night (USD)VRBO
- From $1646 per night (USD)
Expedia
New Waterfront Retreat in Marathon w\/ Heated Pool, Kayaks, Bikes, Private Dock
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Indulge in this luxurious 4BR 4.5BA house nestled on a gorgeous waterfront property in Marathon, FL. This spacious esta ...
From $1646 per night (USD)Expedia
- From $742 per night (USD)
VRBO
**INFINITE HORIZONS @ BIG COPPITT** Waterfront Home & Pool + LAST KEY SERVICES…
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! As if a vacat ...
From $742 per night (USD)VRBO
- From $652 per night (USD)
Expedia
Beautiful Villa with Amazing Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bedroom, 3 bathroom Ocean Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2020. It has do ...
From $652 per night (USD)Expedia
- From $298 per night (USD)
VRBO
An Island Siesta: 2 BR, 2 BA Townhouse in Key West, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely, fully furnished, townhouse has two bedrooms that sleeps up to 6 and two full baths . The spacious upstairs ...
From $298 per night (USD)VRBO
- From $161 per night (USD)
VRBO
Charming canal front 2-bedroom mobile home with WiFi and AC in Little Torch Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRBO required we create a new listing after 9 years and 20 perfect 5 star ratings!!! We had the same guests for the pas ...
From $161 per night (USD)VRBO