Monroe Area Rentals
- Click For Pricing
VRBO
Located on a private beach along the shore, Casa Marina Key West ...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort ...
Click For PricingVRBO
- Click For Pricing
Expedia
Located on a private beach along the shore, Casa Marina Key West ...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort ...
Click For PricingExpedia
- Click For Pricing
VRBO
Located on a private beach along the shore, Casa Marina Key West ...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort ...
Click For PricingVRBO
- From $2826 per night (USD)
Expedia
Private Parking & Pool - The Delaney House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Step into the classic conch cottage known as the Delaney House, situated just half a block from Duval Street. ...
From $2826 per night (USD)Expedia
- From $284 per night (USD)
VRBO
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 $284 per night (USD)VRBO
- From $296 per night (USD)
Expedia
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 $296 per night (USD)Expedia
- From $464 per night (USD)
VRBO
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 $464 per night (USD)VRBO
- From $504 per night (USD)
Expedia
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 $504 per night (USD)Expedia
- From $534 per night (USD)
VRBO
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 $534 per night (USD)VRBO
- From $638 per night (USD)
Expedia
Tiki Time in Cudjoe Key 136
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Upscale Oceanfront Retreat! This waterfront gem offers amazing views of the Atlantic Ocean and is the perfect getaway fo ...
From $638 per night (USD)Expedia
- From $405 per night (USD)
VRBO
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 $405 per night (USD)VRBO
- From $124 per night (USD)
Expedia
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)Expedia
- 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 $245 per night (USD)
Expedia
Key Largo Waterfront Paradise w\/Kayaks, Private Dock & BBQ
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Imagine yourself "Paradise Living" at this Tiki Stay! Enjoy the beautiful Florida Keys in the relaxing community of Mana ...
From $245 per night (USD)Expedia
- From $2033 per night (USD)
VRBO
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 $2033 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Charming 3-bedroom house in Islamorada with Marina access.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This Islamorada house boasts 3 inviting bedrooms. Bedrooms are furnished with 1 king bed and 2 full beds, ensuring a com ...
From $279 per night (USD)Expedia
- From $1337 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 $1337 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Welcome to Kokomo Cottage-A311
- 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 $212 per night (USD)Expedia
- From $208 per night (USD)
VRBO
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 $208 per night (USD)VRBO
- From $347 per night (USD)
Expedia
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 $347 per night (USD)Expedia
- From $397 per night (USD)
VRBO
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)VRBO
- From $191 per night (USD)
Expedia
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 $191 per night (USD)Expedia
- From $783 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 $783 per night (USD)VRBO
- From $592 per night (USD)
VRBO
Green Turtle Cottage KW 1 Block from Mile Marker 0 in Gated Truman Annex
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom 2.5 bath private home in a secluded section of the gated community of Truman Annex quietly sits among pre ...
From $592 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 $244 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 $244 per night (USD)VRBO
- From $501 per night (USD)
Expedia
NEW CONSTRUCTION-4-Bedroom- 3.5 Bathroom - Cudjoe Key- Canal Front W\/ Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Unwind at the Artist House on Tarpon Lane on Cudjoe Key! This perfect new construction waterfront home checks all the ...
From $501 per night (USD)Expedia
- From $242 per night (USD)
VRBO
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 $242 per night (USD)VRBO
- From $834 per night (USD)
Expedia
Beachside Bliss ~ Private Beach and Pool Home!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beachside Bliss Step into your coastal sanctuary! Immerse yourself in the Southeast Exposure, letting the sun's rays em ...
From $834 per night (USD)Expedia
- From $393 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 $393 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Casa Margarita Islamorada, Paradise awaits!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Islamorada like a local in this 3-bedroom 3-bath pool home. This beautiful recently remodeled 3 bed 3 bath po ...
From $334 per night (USD)Expedia
- From $386 per night (USD)
VRBO
in Key West
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
<p>Located in Key West, this welcoming vacation home lets you experience it all. Studios of Key West is an easy 7-minute ...
From $386 per night (USD)VRBO
- From $898 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 $898 per night (USD)VRBO
- From $874 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 $874 per night (USD)VRBO
- From $820 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 $820 per night (USD)VRBO
- From $1091 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 $1091 per night (USD)VRBO
- From $1124 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 $1124 per night (USD)VRBO
- From $1022 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 $1022 per night (USD)VRBO
- From $1124 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 $1124 per night (USD)VRBO
- From $876 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 $876 per night (USD)VRBO
- From $1124 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 $1124 per night (USD)VRBO
- From $1095 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 $1095 per night (USD)VRBO
- From $404 per night (USD)
Expedia
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 $404 per night (USD)Expedia
- From $324 per night (USD)
VRBO
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 $324 per night (USD)VRBO
- From $321 per night (USD)
Expedia
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 $321 per night (USD)Expedia
- From $322 per night (USD)
VRBO
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 $322 per night (USD)VRBO
- From $319 per night (USD)
Expedia
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 $319 per night (USD)Expedia
- From $361 per night (USD)
VRBO
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 $361 per night (USD)VRBO
- From $300 per night (USD)
Expedia
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 $300 per night (USD)Expedia
- From $368 per night (USD)
VRBO
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 $368 per night (USD)VRBO
- From $374 per night (USD)
Expedia
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 $374 per night (USD)Expedia
- From $356 per night (USD)
VRBO
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 $356 per night (USD)VRBO
- From $354 per night (USD)
Expedia
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 $354 per night (USD)Expedia
- From $318 per night (USD)
VRBO
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 $318 per night (USD)VRBO
- From $368 per night (USD)
Expedia
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 $368 per night (USD)Expedia
- From $371 per night (USD)
VRBO
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 $371 per night (USD)VRBO
- From $366 per night (USD)
Expedia
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 $366 per night (USD)Expedia
- From $354 per night (USD)
VRBO
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 $354 per night (USD)VRBO
- From $347 per night (USD)
Expedia
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 $347 per night (USD)Expedia
- From $362 per night (USD)
VRBO
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 $362 per night (USD)VRBO
- From $369 per night (USD)
Expedia
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 $369 per night (USD)Expedia
- From $344 per night (USD)
VRBO
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 $344 per night (USD)VRBO
- From $347 per night (USD)
Expedia
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 $347 per night (USD)Expedia
- From $361 per night (USD)
VRBO
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 $361 per night (USD)VRBO
- From $260 per night (USD)
Expedia
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 $260 per night (USD)Expedia
- From $360 per night (USD)
VRBO
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 $360 per night (USD)VRBO
- From $360 per night (USD)
Expedia
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 $360 per night (USD)Expedia
- From $360 per night (USD)
VRBO
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 $360 per night (USD)VRBO
- From $360 per night (USD)
Expedia
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 $360 per night (USD)Expedia
- From $362 per night (USD)
VRBO
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 $362 per night (USD)VRBO
- From $354 per night (USD)
Expedia
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 $354 per night (USD)Expedia
- From $318 per night (USD)
VRBO
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 $318 per night (USD)VRBO
- From $366 per night (USD)
Expedia
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 $366 per night (USD)Expedia
- From $358 per night (USD)
VRBO
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 $358 per night (USD)VRBO
- From $370 per night (USD)
Expedia
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 $370 per night (USD)Expedia
- From $360 per night (USD)
VRBO
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 $360 per night (USD)VRBO
- From $1061 per night (USD)
VRBO
Secluded and Private Monthly Tropical Modern Oasis with a Large Pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Experience Key West like a local in this 4-bedroom house with a large saltwater pool. Step into your own private tropic ...
From $1061 per night (USD)VRBO
- 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 $536 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 $536 per night (USD)Expedia
- From $575 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 $575 per night (USD)VRBO
- From $557 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 $557 per night (USD)VRBO
- From $539 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 $539 per night (USD)VRBO
- From $504 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 $504 per night (USD)Expedia
- From $360 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 $360 per night (USD)VRBO
- From $371 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 $371 per night (USD)Expedia
- From $343 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 $343 per night (USD)VRBO
- From $360 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 $360 per night (USD)Expedia
- From $569 per night (USD)
VRBO
Newly Renovated Hotel w\/ Outdoor Pool | Short Drive to Historic Old Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $569 per night (USD)VRBO
- From $569 per night (USD)
VRBO
Relaxing Double Queen, Fairfield Inn, Breakfast Included, Near Downtown Key West
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Key West with us! Enjoy proximity to Historic Old Town, known for its rich history, vibrant culture, and stunnin ...
From $569 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 $2306 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 $2306 per night (USD)Expedia
- From $777 per night (USD)
VRBO
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 $777 per night (USD)VRBO
- From $628 per night (USD)
Expedia
**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 $628 per night (USD)Expedia
- From $482 per night (USD)
VRBO
3 Bedroom Ocean Front Villa next to the John Pennekamp Coral Reef State Park
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This is a 2 story Ocean Front Villa. There are 2 bedrooms, 2 bathrooms, living room, dining room, Kitchen and balcony on ...
From $482 per night (USD)VRBO
- From $1226 per night (USD)
Expedia
Luxurious Gated Key West Oasis: 3 Bed + 4th Floor Sleeper, Elevator, & Golf Cart
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Immerse yourself in the heart of Old Town Key West and discover a luxurious retreat where island living meets modern com ...
From $1226 per night (USD)Expedia
- From $353 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 $353 per night (USD)VRBO
- From $482 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 $482 per night (USD)Expedia
- From $701 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 $701 per night (USD)VRBO
- From $626 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 $626 per night (USD)Expedia