Monroe Area, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Monroe Area, Florida on RentalSaver.com!

Monroe Area Rentals

From $430 per night (USD)
VRBO
P67 - New Construction 3 bedroom 4 bath with private pool, dock and beach...
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This lovely two story duplex offers 3 bedroom, 4 bathrooms and abundant living space on both levels. The lower level off ...
From $430 per night (USD)
VRBO
From $272 per night (USD)
Expedia
P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This lovely 3 bedroom, 2 bath home located on Sixth Street (The Causeway) and boasts a private fenced yard and private h ...
From $272 per night (USD)
Expedia
From $292 per night (USD)
VRBO
P17 - Charming 3 Bedroom 2 Bath Duplex With Private Pool And Deep Water...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Paradise found in the tropical city of Key Colony Beach! This all ground level home has ease of access inside and out, b ...
From $292 per night (USD)
VRBO
From $284 per night (USD)
Expedia
P42 - Gulf Front condo with 3 bedrooms 2.5 baths, pool and dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in the beautiful gated community of Indigo Reef! This 3 bedroom, 2 1/2 bath townhouse boasts plent ...
From $284 per night (USD)
Expedia
From $299 per night (USD)
VRBO
P62 - 3 Bedroom 2 bath, private pool and beach membership
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful duplex in Key Colony Beach with private fenced yard and private heat optional pool. Three bedroom, two bath ho ...
From $299 per night (USD)
VRBO
From $883 per night (USD)
Expedia
P12 - Single Family, Direct Ocean Front home with private pool and dockage. 3...
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This 3 bedroom, 2.5 bath home boasts a beautiful open floor plan with "Keys-style" charm and appeal. As an all ground le ...
From $883 per night (USD)
Expedia
From $456 per night (USD)
VRBO
P34 - Beautiful 4 bedroom 2 bath, single family home with private pool and...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful and spacious 4 bedroom, 2 bathroom, private pool home in the desirable Key Colony Beach neighborhood located n ...
From $456 per night (USD)
VRBO
Click For Pricing
Expedia
P74 - Direct Ocean Front, 4 bedroom home near 7-Mile Bridge
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious 4 bedroom, 3 bathroom, open waterfront home is located at the south end of Marathon. With this homes ...
Click For Pricing
Expedia
From $297 per night (USD)
VRBO
P51 - 2 bedroom 2 bath, single family pool home with dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This 2 bedroom, 2 bath home has been beautifully updated inside and out. Located oceanside, canal front in Marathon, the ...
From $297 per night (USD)
VRBO
From $859 per night (USD)
Expedia
P05 - 5 bedroom Ocean Front home with Private pool and deep water dockage.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This custom designed Mediterranean style home is nothing less than exquisite! Located in very desirable Key Colony Beach ...
From $859 per night (USD)
Expedia
From $567 per night (USD)
VRBO
P28 - Luxury 4 bedroom, single family home with pool and dock in Key Colony...
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This all ground level 4 bedroom, 3 bath, single family home is located in desirable Key Colony Beach. This home offers a ...
From $567 per night (USD)
VRBO
From $273 per night (USD)
Expedia
P21 - Charming 3 bedroom 3.5 bath duplex in Key Colony. Offers deep water...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful 3 bedroom, 3.5 bath duplex is located in Key Colony Beach. This home comes with access to The Cabana Club ...
From $273 per night (USD)
Expedia
Click For Pricing
VRBO
P50 - Beautiful 3 bedroom single home with zero entry pool and deep water...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy the Florida Keys in this lovely 3 bedroom 2 bath canal home with private pool, located minutes from Sombrero Beach ...
Click For Pricing
VRBO
From $546 per night (USD)
Expedia
P02 - 5 bed, 3.5 bath home with large private pool in Sombrero Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This 5 bedroom, 3-1/2 bath home is located in the Sombrero Beach neighborhood! Beautiful hardwood floors, tall ceilings, ...
From $546 per night (USD)
Expedia
From $444 per night (USD)
VRBO
P53 - Gulf Side 3 bedroom, single family home with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedrooms and 2 bathrooms with heat optional pool in the heart of Marathon. Great boating location near the Vaca Cut Br ...
From $444 per night (USD)
VRBO
From $269 per night (USD)
Expedia
P10 - Charming 2 bedroom, 2 bath duplex with private pool and deep water...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This lovely 2 bedroom, 2 bath home is located on the gulf side with immediate Gulf water access and near the Vaca Cut fo ...
From $269 per night (USD)
Expedia
From $305 per night (USD)
VRBO
P72 - Charming 4 bedroom, 2 bath duplex with deep water dockage and Cabana...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful 4 Bedroom, 2 bathroom duplex in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with ...
From $305 per night (USD)
VRBO
From $321 per night (USD)
Expedia
P43 - Updated 3 bedroom 3 bath home with Pool in the Sombrero Beach Area
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This tropical pool home offers everything you need for a perfect Florida Keys vacation! This home has been completely up ...
From $321 per night (USD)
Expedia
From $591 per night (USD)
VRBO
Big Kahuna in Marathon
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to the Big Kahuna an expansive and inviting 5-bedroom, 4-bathroom single-family haven that encapsulates the ess ...
From $591 per night (USD)
VRBO
From $482 per night (USD)
Expedia
P33 - Charming 4 bedroom house with pool and a short walk to the beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This charming 4 bedroom, 3 bathroom home has it all! Located in the very desirable neighborhood of Sombrero Beach ...
From $482 per night (USD)
Expedia
From $636 per night (USD)
VRBO
P58 - Gulf Front Luxury 4 bedroom 4 bath with private pool and deep water...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This beautiful Polynesian style home offers 4 bedrooms, 4 baths, beautifully landscaped grounds and a large, private, he ...
From $636 per night (USD)
VRBO
From $725 per night (USD)
Expedia
Swept Away in Marathon
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
"Swept Away," an exquisite and newly crafted luxury single-family residence boasting three bedrooms and two bathrooms. T ...
From $725 per night (USD)
Expedia
From $493 per night (USD)
VRBO
Fisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok,
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
copy and paste following URL link for a virtual tour of the property........with 360 walk around of the property... ...
From $493 per night (USD)
VRBO
From $4136 per night (USD)
Expedia
**ALL TOGETHER NOW @ OLD TOWN** Three Homes & Pools + LAST KEY SERVICES…
Bedrooms:
14
Bathrooms:
13
Sleeps:
32
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Coordinating ...
From $4136 per night (USD)
Expedia
From $195 per night (USD)
VRBO
*Paradise Found* Key Largo Townhouse w/ Private Boat Slip
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Key Largo, FL. a destination, not a vacation. Known as the chameleon of the Keys, Key Largo is the preferre ...
From $195 per night (USD)
VRBO
From $714 per night (USD)
Expedia
Fabulous Canal Front Villa, Private Pool in KCB!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The Blue Turtle Villa, located in Key Colony Beach, in the Marathon area, is a gorgeous, brand new, designer decorated c ...
From $714 per night (USD)
Expedia
From $434 per night (USD)
VRBO
Waterfront luxury Villa (14) with spectacular sunset views and boat slip
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $434 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Ocean Harbour Condominium is an Oceanfront Fisherman's Paradise in Islamorada
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This spacious two bedroom, two bath condominium overlooking the ocean is located on a quiet 12 acre private gated commun ...
From $305 per night (USD)
Expedia
From $1439 per night (USD)
VRBO
**MAYA’S SECRET TREASURE @ DUVAL** Private Pool & Balcony over Duval + LAST KEY
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Walking along ...
From $1439 per night (USD)
VRBO
From $1941 per night (USD)
Expedia
Balcony on Duval - Duval's Duet on Duval
Bedrooms:
2
Bathrooms:
4
Sleeps:
16
Summary: Located right in the heart of the World Famous Duval Street, enjoy a true downtown Key West experience! Duval's ...
From $1941 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Anglers Reef Islamorada - 2:2.5, Marina, Pool, Beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
- VR#258 - Saturday check-in. 2 bedroom and 2.5 bath at 117 Anglers Way. Awesome family get-a-away in beautiful Islamor ...
From $398 per night (USD)
VRBO
From $417 per night (USD)
Expedia
Dog-Friendly Home on the Water w/ Dock, Boat Access, Private Pool, & Free WiFi
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Marathon Magic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $417 per night (USD)
Expedia
From $859 per night (USD)
VRBO
Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Welcome to 'Sombrero Sunset House' located in the heart of Sombrero Beach in Marathon, Florida! This prime waterfront ...
From $859 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Mini lobster available! Open Water View from porch , dock, bikes, kayaks
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
This beautifully furnished, very clean, well-stocked modern house is located in Venture Out, a private residential commu ...
From $347 per night (USD)
Expedia
From $466 per night (USD)
VRBO
122 Mariners Club Key Largo | 2 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Imagine yourself in this luxury, immaculately maintained two-bedroom, two and one-half bath, 2nd-floor villa with a brea ...
From $466 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Dazzling Ocean View Suite w/heated pool, beach, marina, tennis/pickleball
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ocean Pointe Suites in Key Largo is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Flor ...
From $263 per night (USD)
Expedia
Click For Pricing
VRBO
Time share week in a tropical paradise! Jan 31 - Feb 7
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
My loss is your gain. We can't go this year but that means you can! We are unable to visit this year so I'd like to off ...
Click For Pricing
VRBO
From $301 per night (USD)
Expedia
Old Town home a short walk to Duval/Couples Oasis
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Add this listing to your wishlist by clicking the ♥ in the upper right hand corner. This 1 bedroom/1.5 bathroom ...
From $301 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Relaxing island home/Great location/Stylish
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Only 4 short blocks to Duval, this 1 bedroom/1.5 bathroom home is walking distance to your favorite Key West sp ...
From $253 per night (USD)
VRBO
From $454 per night (USD)
Expedia
SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Ree ...
From $454 per night (USD)
Expedia
From $723 per night (USD)
VRBO
5 STAR yet low rates. 3 BR + 1 BR cottage, private pool, close to Duval.
Bedrooms:
0
Bathrooms:
4
Sleeps:
8
Our calendar is updated in real time and our rates are accurately displayed. You can book instantly without waiting for ...
From $723 per night (USD)
VRBO
From $634 per night (USD)
Expedia
Oceanfront 4 bedroom House, Pool and Deep Water Pier!!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Wow! Mesmerizing views, outstanding location, directly on the Atlantic Ocean, so close to the Ocean that you can practic ...
From $634 per night (USD)
Expedia
From $913 per night (USD)
VRBO
La Palma Verde 4bed/4 bath with pool and dockage p
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Vaca-21-69Gorgeous Home in the heart of Marathon! Located in a 4-home gated community, La Palma Verde (The Green Palm) i ...
From $913 per night (USD)
VRBO
From $413 per night (USD)
Expedia
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
SULTRY GARDEN SANCTUARY... Steal away from reality and find your way to the quintessential, tropical & adults only Trave ...
From $413 per night (USD)
Expedia
From $434 per night (USD)
VRBO
COCONUT PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen & Shared Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
BOTANICAL MAGIC AWAITS YOU... Only three blocks from all of the fine dining and entertainment of Duval Street, yet tucke ...
From $434 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Charming Islamorada Villa in Gated Anglers Reef – Pool & Kayaks
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Boat Slip Available: July 12-25, August 1-9, October 2-9 Keezy Does It – Anglers Reef, Islamorada Escape to paradise ...
From $398 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Beautiful 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock near Sombrero Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
New 4 Bedroom/3 Bath Family Home with private pool and 40ft dock near Sombrero Beach, shopping & dining! This spacious ...
From $587 per night (USD)
VRBO
From $401 per night (USD)
Expedia
GORGEOUS SEA THEMED 2 STORY HOME W/ PRIVATE POOL AND BEACH ACCESS
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Beautiful new 2-Story home with balcony patio. Perfect to do some grilling and feel the salt in the air. Home was finali ...
From $401 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Charming 'Boho Breeze' Retreat w/ Pool Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience crystal clear waters, picturesque beaches, and famous historic sites with a stay at 'Boho Breeze!' This 2-bed ...
From $267 per night (USD)
VRBO
From $390 per night (USD)
Expedia
ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Shared Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ESCAPE TO A BOTANICAL HIDEAWAY... Immerse yourself at the charming adults only Travelers Palm Inn with unique suites and ...
From $390 per night (USD)
Expedia
From $580 per night (USD)
VRBO
ISLAND OASIS in the Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Island Oasis @ the Truman Annex is beautifully renovated town home in the historic Foundry. | The living area is the ent ...
From $580 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Coastal retreat with private balcony, pool, & easy beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ocean Pointe #2210 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $178 per night (USD)
Expedia
Click For Pricing
VRBO
2 Bedroom, Cozy home in sunny Key Largo, FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully decorated beach house where you can get away and disconnect for a few days with your family or for a romanti ...
Click For Pricing
VRBO
From $395 per night (USD)
Expedia
Waterfront Sunway Lagoon *Huge Private Dock*
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Marathon, home of the best fishing town in the Middle Keys. This home has an incredible 120ft boat dockage, a ...
From $395 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy RV, Ocean Boaters Fish Lodge
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Direct ocean access Camper RV at Key by the Sea. 2 Bedrooms, 1 Queen Bed, 3 Bunks, Full Kitchen and Full Bathroom, Cable ...
Click For Pricing
VRBO
From $194 per night (USD)
Expedia
NEW MONTHLY RENTAL, Old Town Duplex, SUMMER DEALS, private backyard, pets welcom
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Sea Monkey and The Mermaid. Our home is a duplex located in Old Town and full of Key West charm. Walk to a ...
From $194 per night (USD)
Expedia
Click For Pricing
VRBO
Conch Cottage | 'Old Town' Home w/ Shared Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Escape to this charming Key West cottage, the perfect home base for your island getaway. Whether you relax by t ...
Click For Pricing
VRBO
From $535 per night (USD)
Expedia
~The Escape ~ Your own tropical escape on private island!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local ...
From $535 per night (USD)
Expedia
From $835 per night (USD)
VRBO
P44 - 4 bed, 3 bath estate home with Southern Charm and private pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This estate style home is breathtaking! Built in beautiful southern tradition, this home does not disappoint with 4 bedr ...
From $835 per night (USD)
VRBO
From $463 per night (USD)
Expedia
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
4 Bedroom 3 Full Bath Attached Villa on the Canal in Marathon, a 15 minute boat ride to the ocean. Private Heated Pool. ...
From $463 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Stay near Jimmy Johnson’s Big Chill – just a 18-min stroll away
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to the stunning shores of Key Largo and experience the ultimate island getaway at our 2-bedroom condo. Nestled ju ...
From $382 per night (USD)
VRBO
From $850 per night (USD)
Expedia
PARADISE FOUND!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Paradise Found at Mariners Club in Key Largo, FL a beautiful spacious 3-story town-home in an exclusive resort located ...
From $850 per night (USD)
Expedia
From $692 per night (USD)
VRBO
Enjoy Old Town Key West in this Beautifully furnished house
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We recently bought this house because we LOVE Key West! It is a 2 story Key West style house. The bedrooms are upstair ...
From $692 per night (USD)
VRBO
From $445 per night (USD)
Expedia
4 Bedroom,4 Bath with private pool and 37 and 1/2 foot boat dock
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This home has 2 levels and is located at 401 9th Street in Key Colony Beach. Private Boat dock that is 37 and half feet ...
From $445 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Newly Renovated! Relax & Explore The Keys In Comfort. We Make It Simple.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ocean Pointe Suites is a secluded resort overlooking the Atlantic. A great getaway for families or couples. You relax in ...
From $331 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Rx: Paradise in Marathon
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Indulge in the mesmerizing beauty of colorful sunsets during your vacation in this recently renovated property! Unwind o ...
From $449 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Yellow Room at the Grand Maloney
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: The Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red br ...
From $439 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Blue Room at the Grand Maloney
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: The Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red br ...
From $416 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Green Room at the Grand Maloney
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: The Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red br ...
From $362 per night (USD)
VRBO
From $556 per night (USD)
Expedia
SPECTACULAR Indigo Reef Waterfront Home #41 - Marathon, Florida
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Indigo Reef #41 is the BEST KEPT SECRET in the Florida Keys!! This home is spectacular in every sense of the word and no ...
From $556 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Angler's Retreat in Marathon
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy the Florida Keys in this beautifully updated 3-bedroom, 2-bath home just minutes from Sombrero Beach! The fully eq ...
From $470 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks, SUPs, Washer,Dryer!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come stay with us at VENTURE OUT, a fantastic safe, activity filled community in Cudjoe Key, Fl- only 20 miles north of ...
From $430 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Poolside King Room Steps from Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Poolside King Room is a hotel-style room adjacent to the pool. It can sleep up to four persons, two in the king-size ...
From $291 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Poolside Queen Room Steps from Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Poolside Queen Room is a hotel-style bedroom and bath unit that offers the amenities of our Key West villas for thos ...
From $291 per night (USD)
Expedia
From $316 per night (USD)
VRBO
One Bedroom Deck Villa Steps from Duval!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a wonderful Key West accommodation. Our One Bedroom Deck Villa features a living room, a separate bedroom with ki ...
From $316 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Keys Life at Ocean Pointe, Pool, Jacuzzi, Beach, Gated Resort, Baby Friendly !!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our Romeo & Juliet Suite with 2 Balconies, perfect for family fun and memory-making vacations. The master sui ...
From $314 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Casa Calypso- Beautiful Tropical 3 KING Beds, 3 baths - 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $440 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Ocean Jewel in Marathon
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
"Ocean Jewel" is a beautifully decorated one bedroom & one bath condo in a resort syle setting with some resort amenitie ...
From $265 per night (USD)
Expedia
From $169 per night (USD)
VRBO
The Hideaway: Lose Yourself At This Recently Decorated Canal Front Home on Big Torch Key, Dockage!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $169 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Sombrero Island Breeze 4BD Pool Paradise (M#9)
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Indulge in five-star waterfront luxury at this stunning 4BR, 3BA retreat in one of the Keys' most unique island communit ...
From $440 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Duval Street Suites on Duval Free Parking and heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Cuban Club Suite is a one bedroom (queen) 1 bath suite with a queen murphy bed and kitchen. Overlooking Duval ...
From $240 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Duval Street Suites full kitchen, free parking, & heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: The Key West Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and kitchen. In historic O ...
From $465 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Duval Street Suites full kitchen, free parking, heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Paradise Suite is a one bedroom (king bed) 1 bath suite with a murphy bed (queen) and kitchen. In historic Old ...
From $458 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Duval Street Suites full kitchen and heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: The Little Palm Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (king) and kitchen. Overlooking ...
From $418 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Duval Street Suites with full kitchen heated pool, free parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Mile Zero Suite is a one bedroom (queen) 1 bath suite with a sleeper sofa (king) and kitchen. Overlooking Duva ...
From $442 per night (USD)
VRBO
From $2301 per night (USD)
Expedia
6 BR 6 BA Guesthouse Suites on Duval free parking, private pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
24
Summary: This can accommodate 24 people, each apartment has 2 beds. You'll have privacy with 6 individual suites each eq ...
From $2301 per night (USD)
Expedia
From $540 per night (USD)
VRBO
P60 - 4 bedroom 4 bathroom home with pool and dockage. Amazing outside living...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This fabulous 4 bedroom, 4.5 bathroom home was designed and built for comfort and style! Guests love the different theme ...
From $540 per night (USD)
VRBO
From $1045 per night (USD)
Expedia
Great deal ! Private pool and dock. Five minute bike ride to Sombrero Beach.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This 3 bedroom and 3.5 bath house has everything you need in order to experience a relaxing and enjoyable vacation at S ...
From $1045 per night (USD)
Expedia
From $866 per night (USD)
VRBO
ATLANTIS...Ocean Front Cottage Retreat!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need ...
From $866 per night (USD)
VRBO
From $165 per night (USD)
Expedia
MONTHLY RENTAL, Old Town Duplex, private backyd, SUMMER DEALS, 2 BR/2 BA,pets ok
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
ou must cancel.Welcome to Sea Monkey and The Mermaid! Our home is a duplex located in Old Town and full of Key West ch ...
From $165 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Sunset Villas is a boutique resort boasting 4 private villas on a Bayfront acre with one of the few swimmable sandy beac ...
From $392 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Key Largo, Calusa Resort, 2 bedroom 1 bath with screened in patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Calusa resort is a gated community located in Key Largo. The resort rests on the peaceful edge of Buttonwood bay. Guests ...
From $199 per night (USD)
Expedia
From $526 per night (USD)
VRBO
Quiet canal-front 3/3 Single-Family Home with Private Pool & Cabana Club Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Blue Heron House. Enjoy and relax in our ground-level 3 bedroom / 3 bathroom private, single-family home whi ...
From $526 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Easy Ocean Access House 30' Dock & Pool at Cabana Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our Beach House in the prestigious Key Colony Beach. 30 FT dock house in a 90 FT canal with easy access to th ...
From $279 per night (USD)
Expedia
From $584 per night (USD)
VRBO
Amazing Views in Florida Keys Bayside BAY BREEZES, SUNSETS, SAILBOATS n SEAGULLS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make memories lasting a lifetime at Anchors Aweigh - experience Bay Breezes, Sunsets, Sailboats n Seagulls with this per ...
From $584 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Tropical oasis near all the action with central AC & balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Harbor Villa 7103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $251 per night (USD)
Expedia
From $530 per night (USD)
VRBO
115 Mariners Club | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Key Largo’s coastal setting beckons from inside your marina-front villa as you enter through the front door with a spect ...
From $530 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Parking, Pool, Near Duval St - Poolside Suite
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Poolside Suite is the PERFECT vacation home for family and friends looking for a fun-filled getaway in the hear ...
From $523 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Cozy Home!!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly renovated half duplex on a quiet street in Marathon. Conveniently located in the heart of Marathon, on a canal jus ...
From $381 per night (USD)
VRBO
From $394 per night (USD)
Expedia
AWAY FROM IT ALL @ The Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $394 per night (USD)
Expedia

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