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 $1295 per night (USD)
VRBO
Boaters’ Paradise - Marlin Bay Resort & Marina
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $1295 per night (USD)
VRBO
$Executive Bay Club Bayfront\/Beachfront paradise$
From $287 per night (USD)
VRBO
Executive Bay Club Bayfront\/Beachfront paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Watch the sunset from your private balcony from this bay front , beach front townhouse/condo. Recently remodeled and ful ...
From $287 per night (USD)
VRBO
$Modern 2BR Condo Old Town\/Balcony & Pool$
From $194 per night (USD)
VRBO
Modern 2BR Condo Old Town\/Balcony & Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
*28 day min stay* Come enjoy this fully updated 2/BR condo in the heart of Old Town. The perfect balance of being close ...
From $194 per night (USD)
VRBO
$Green Goddess - 4 BD\/3 BA Amazing 360 Degree Rooftop Views! RealKeyWest$
From $497 per night (USD)
Expedia
Green Goddess - 4 BD\/3 BA Amazing 360 Degree Rooftop Views! RealKeyWest
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience the beauty of Key West's famous sunsets from the comfort of your own vacation home at The Green Goddess. This ...
From $497 per night (USD)
Expedia
$Lil' Bit | Adorable \Conch\ Home on Quiet Street!$
From $205 per night (USD)
VRBO
Lil' Bit | Adorable \"Conch\" Home on Quiet Street!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: - "Lil Bit" is a rare find in the historic Bahama Village neighborhood. - This classic "conch" home is modern ...
From $205 per night (USD)
VRBO
From $600 per night (USD)
Expedia
W01 - Beautiful family home with pool and dockage and tiki hut
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly updated 3 bedroom, 2 bathroom canal-front home. Great boating location with easy access to the Atlantic and 100' o ...
From $600 per night (USD)
Expedia
$BeachHouse @ Sombrero & Ocean access w\/45’ Dock, kayaks and Bikes.$
From $407 per night (USD)
VRBO
BeachHouse @ Sombrero & Ocean access w\/45’ Dock, kayaks and Bikes.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located place. Our home is close to grocery stor ...
From $407 per night (USD)
VRBO
$Sky Suite on Duval | Condo w\/Balcony$
From $791 per night (USD)
Expedia
Sky Suite on Duval | Condo w\/Balcony
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Sky Suite On Duval Street - a newly remodeled masterpiece that overlooks world famous Duval Street. ...
From $791 per night (USD)
Expedia
$Waterfront retreat with balcony views, kayak, SUP, central AC & washer\/dryer$
From $452 per night (USD)
VRBO
Waterfront retreat with balcony views, kayak, SUP, central AC & washer\/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Palm Breeze - Villa 5030 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $452 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Kawama Yacht Club-Oceanfront Resort-Private Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Kawama Yacht Club, a Tropical Oceanside Resort in the heart of the Florida Keys (Oceanside Key Largo at Mile ...
From $456 per night (USD)
Expedia
From $2999 per night (USD)
VRBO
**ENDLESS SUMMER @ OLD TOWN** New Villa & Pool + LAST KEY SERVICES...
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! All year long ...
From $2999 per night (USD)
VRBO
From $940 per night (USD)
Expedia
Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
OVERVIEW The Cigar House is a 100+ year old “Cigar maker’s house”. The recently completely renovated house is charming, ...
From $940 per night (USD)
Expedia
From $907 per night (USD)
VRBO
525 Mariners Club Key Largo | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This sumptuous four bedroom oceanfront villa exudes luxury in every detail...the finest leather furnishings...custom woo ...
From $907 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Caribbean Fantazy 3bed 3bath with pool & dockage
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
STR22-000281 must be 25 or older to rent & must be present for entire stay Seven Night Minimum no exceptions MAX OCCUP ...
From $568 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Luxury Condominium In Key Largo... Sunsets, Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
From your balcony in the Kawama Tower, you get stunning vistas of ocean and palm trees. Enjoy the view from this complet ...
From $325 per night (USD)
VRBO
From $689 per night (USD)
Expedia
Duval Dream Loft | Right on Duval!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: Located right in the heart of the World Famous Duval Street, enjoy a true downtown Key West experience! This un ...
From $689 per night (USD)
Expedia
From $763 per night (USD)
VRBO
The Collins on Duval
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Summary: Located right in the heart of the World Famous Duval Street, enjoy a true downtown Key West experience! The Col ...
From $763 per night (USD)
VRBO
From $265 per night (USD)
Expedia
This Oceanfront Resort HAS IT ALL!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fantastic 2 bedroom, 2 bath condo resort. Enjoy the breathtaking view of the Atlantic Ocean from the patio just steps fr ...
From $265 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Enjoy Caribbean weather in the USA. Openings now through Dec 2024!! Book now!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our home is a bungalow with cathedral ceilings. It is spacious and sparkling clean. Our home is #655 at Venture Out on ...
From $192 per night (USD)
VRBO
From $898 per night (USD)
Expedia
Historic Old Town Key West Cigarmaker's Cottage - Conch House, Sleeps 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Conch House is a 100+ year old “Cigarmaker’s house. The house is recently renovated, charming, spacious, secluded a ...
From $898 per night (USD)
Expedia
$Mermaid Magic 3bed\/3bath half duplex with dockage & Cabana Club$
From $400 per night (USD)
VRBO
Mermaid Magic 3bed\/3bath half duplex with dockage & Cabana Club
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful ground level spacious 3 bedroom 3 bathroom duplex. Updated kitchen with gorgeous wood cabinets and stainless a ...
From $400 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Splash Pool- Key Colony Beach Pool Home - KCB#4
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Key Colony Beach Waterfront Splash Pool Home with Private Dock. Enjoy the Jacuzzi, tropical outdoor living or boat in mi ...
From $384 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Slice of Paradise, Beautiful home on a canal. 3 bedrooms and 2 bathrooms.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Slice of Paradise is our beautiful home. It is located on a canal. On the Gulf of Mexico side. A very comfortable livin ...
From $406 per night (USD)
VRBO
$New 4\/3 Private Single Family - 2 min to ocean, kayaks, paddleboards, bicycles$
From $736 per night (USD)
Expedia
New 4\/3 Private Single Family - 2 min to ocean, kayaks, paddleboards, bicycles
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Blue Treasure at Sombrero Beach is a 2020 built single-family home on a large lot within walking distance to the beautif ...
From $736 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Beachy getaway with pool, water views, furnished patio, & dock access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
R & R Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $303 per night (USD)
VRBO
From $875 per night (USD)
Expedia
Sunrise Escape - Ocean Front Villa - Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy the sunrise while sitting on one of two terraces while sipping your morning coffee in the exclusive part of Kawama ...
From $875 per night (USD)
Expedia
$Fairway Villa w\/ Private Pool$
From $247 per night (USD)
VRBO
Fairway Villa w\/ Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Fairway Villa a beautiful large 3 bedroom, 3 bathroom townhouse on the Key West Golf Course. This one of a ...
From $247 per night (USD)
VRBO
From $287 per night (USD)
Expedia
We have a deck water front perfect spot for fishing or relaxing the view
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
The property has a breath taking view of a bay Where you can fish 🐠 and enjoy the Catch of day it has out side Kichen a ...
From $287 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Latitude Adjustment FLKeys
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Latitude Adjustment, Islamorada, Florida This home is our families' paradise in the Florida Keys and we want to share it ...
From $668 per night (USD)
VRBO
From $726 per night (USD)
Expedia
612 Mariners Club | 4 Bed, 4 Bath
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Three-story townhouse with over 2600 sq of living space...room for the whole family! Ground floor 1-bedroom (king bed) w ...
From $726 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Ocean Point Retreat ~ Immaculate Ocean Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Private Beach, Fishing Pier, Fish Cleaning Station, Oceanfront Cafe & Lounge, Jr. Olympic pool, Spa, Pickleball ...
From $422 per night (USD)
VRBO
$Coo Coo's Nest ~ Key Largo canal front 2\/3 with pool$
From $327 per night (USD)
Expedia
Coo Coo's Nest ~ Key Largo canal front 2\/3 with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Beautiful pool home with dockage in the heart of Key Largo! The Space: Step into the enchanting Coo Coo's Nest ...
From $327 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Open water views! New pool. Huge lot and breathtaking views from every window.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Captivating views from sunrise to sunset overlooking expansive salt ponds and open water from this newly renovated 2-sto ...
From $292 per night (USD)
VRBO
$Waterfront Private House w\/ a Pool near Sombrero Beach - Family & Pet Friendly$
From $671 per night (USD)
Expedia
Waterfront Private House w\/ a Pool near Sombrero Beach - Family & Pet Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Casa Pina! Enjoy your trip to the keys in this stunning custom canal-front craftsman style 3 bedroom/3 bathro ...
From $671 per night (USD)
Expedia
From $208 per night (USD)
VRBO
New Tiny House RV, Kayak, Beach, Marina, Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Camper RV at Key Largo Kampground and Marina Resort W/ 24 hour security. 1 Queen Bed, 1 Pull out Sofa, Single bed in Lof ...
From $208 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Light, Bright & Nautical 2 Bedroom Condo - 5 min to Local Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This condo is perfect for anyone looking for a quiet weekend in The Keys. It is also conveniently located between Islamo ...
From $324 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Amazing Beach! Near John Pennekamp National Marine Sanctuary, Free Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We are about getting out there and having fun in the unmatched beauty of bayside Key Largo. Take an early morning swim i ...
From $425 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Ohana Cay 4 bed & 4 bath @ Mariners Club - Sleeps 10!!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to our island oasis, Ohana Cay! We would love to welcome you to our recently updated four bedroom/four bathroom ...
From $570 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Vacation home in Paradise
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
AWESOME View of the Bay- from Chickee Hut Dock to Full Roof Top Patio. 2 Story. Large Master Bedroom with Steam Shower. ...
From $293 per night (USD)
VRBO
From $844 per night (USD)
Expedia
**CARIBBEAN CHARM @ THE FOUNDRY** Villa Near Duval & Beach + LAST KEY SERVICES…
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! The sound of ...
From $844 per night (USD)
Expedia
From $480 per night (USD)
VRBO
P00 - 4 Bedroom Pool Home overlooking Sombrero Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This beautiful 4 bedroom, 4 bath family home is located in the very desirable area of Sombrero Beach and is directly acr ...
From $480 per night (USD)
VRBO
From $419 per night (USD)
Expedia
By The Sea ~ Islamorada Home with Ocean Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Canal front 2/2 with ocean views and relaxing breezes! The Space: This canal front two bedroom two bathroom ho ...
From $419 per night (USD)
Expedia
$Latitude Adjustment: Renovated 2 Bed\/2 Bath Half Duplex with Dock Access and$
From $373 per night (USD)
VRBO
Latitude Adjustment: Renovated 2 Bed\/2 Bath Half Duplex with Dock Access and
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Latitude Adjustment is a ground-level, updated half duplex featuring 2 bedrooms and 2 bathrooms. The master bedroom offe ...
From $373 per night (USD)
VRBO
From $308 per night (USD)
Expedia
P49 - Charming 2 bedroom, single family home just a short walk to the beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming all ground level, 2 bedroom, 2 bath home is walking distance to Sombrero Beach! - Maximum Oc ...
From $308 per night (USD)
Expedia
From $401 per night (USD)
VRBO
P48 - Charming 2 bedroom, 2 bath pool home with 50 ft of dockage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Charming Keys Cottage! This single family, 2 bedroom 2 bath home is the perfect retreat to spend your vacation! ...
From $401 per night (USD)
VRBO
From $531 per night (USD)
Expedia
P03 - Charming 4 bedroom home with pool and dock.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This beautiful home is located in the quiet and very desirable Coco Plum neighborhood, a few minutes' walk to the beach. ...
From $531 per night (USD)
Expedia
From $347 per night (USD)
VRBO
P41 - Beach Front condo with 2 bedrooms, 2 bath, pool and tennis courts!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Condo overlooking the natural beach of Coco Plum. This 2 bedroom, 2 bath congo unit offers 1,280 sq feet of living space ...
From $347 per night (USD)
VRBO
From $437 per night (USD)
Expedia
P78 - Charming beach home just down the road from Sombrero Beach. 3 bedroom 2...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This 3 bedroom, 2 bath single family home is ideally located in the heart of Sombrero Beach and is an easy 7 minute walk ...
From $437 per night (USD)
Expedia
From $437 per night (USD)
VRBO
P27 - Private Beach Access! Pool home with everything you need for an...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful 3 bedroom, 2 bath home located in the very desirable Key Colony Beach, boasts a large open floor plan, pr ...
From $437 per night (USD)
VRBO
From $334 per night (USD)
Expedia
P29 - Charming 3 bedroom 2 bath duplex with deep water dockage and Cabana...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Key Colony at its most charming! This 3 bedroom, 2 bathroom, half duplex is located in the heart of Marathon in Key Colo ...
From $334 per night (USD)
Expedia
From $506 per night (USD)
VRBO
P67 - New Construction 3 bedroom 4 bath with private pool, dock and beach...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This lovely two story duplex offers 3 bedroom, 4 bathrooms and abundant living space on both levels. The lower level off ...
From $506 per night (USD)
VRBO
From $445 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 $445 per night (USD)
Expedia
From $497 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 $497 per night (USD)
VRBO
From $402 per night (USD)
Expedia
P42 - Gulf Front condo with 3 bedrooms 2.5 baths, pool and dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in the beautiful gated community of Indigo Reef! This 3 bedroom, 2 1/2 bath townhouse boasts plent ...
From $402 per night (USD)
Expedia
From $417 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 $417 per night (USD)
VRBO
From $666 per night (USD)
Expedia
P12 - Single Family, Direct Ocean Front home with private pool and dockage. 3...
Bedrooms:
3
Bathrooms:
4
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 $666 per night (USD)
Expedia
From $574 per night (USD)
VRBO
P15 - Spacious 5 bedroom home with private pool and dockage.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Escape to this spacious 5 bedroom paradise home designed for the VIP guest, located in fabulous Key Colony Beach! ...
From $574 per night (USD)
VRBO
From $566 per night (USD)
Expedia
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 $566 per night (USD)
Expedia
From $483 per night (USD)
VRBO
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, near the base of the ...
From $483 per night (USD)
VRBO
From $476 per night (USD)
Expedia
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 $476 per night (USD)
Expedia
From $1356 per night (USD)
VRBO
P05 - 5 bedroom Ocean Front home with Private pool and deep water dockage.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This custom designed Mediterranean style home is nothing less than exquisite! Located in very desirable Key Colony Beach ...
From $1356 per night (USD)
VRBO
From $586 per night (USD)
Expedia
P28 - Luxury 4 bedroom, single family home with pool and dock in Key Colony...
Bedrooms:
3
Bathrooms:
5
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 $586 per night (USD)
Expedia
From $316 per night (USD)
VRBO
P21 - Charming 3 bedroom 3.5 bath duplex in Key Colony. Offers deep water...
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
This beautiful 3 bedroom, 3.5 bath duplex is located in Key Colony Beach. This home comes with acces to The Cabana Club ...
From $316 per night (USD)
VRBO
From $687 per night (USD)
Expedia
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 ...
From $687 per night (USD)
Expedia
From $1065 per night (USD)
VRBO
P02 - 5 bed, 3.5 bath home with large private pool in Sombrero Beach!
Bedrooms:
4
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 $1065 per night (USD)
VRBO
From $361 per night (USD)
Expedia
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 $361 per night (USD)
Expedia
From $441 per night (USD)
VRBO
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 gulfside with immediate Gulf water access and near the Vaca Cut for ...
From $441 per night (USD)
VRBO
From $364 per night (USD)
Expedia
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 $364 per night (USD)
Expedia
From $371 per night (USD)
VRBO
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 $371 per night (USD)
VRBO
$Big Kahuna: 5BR\/4BA, Private Pool, Dock, Beach Proximity & More!$
From $932 per night (USD)
Expedia
Big Kahuna: 5BR\/4BA, Private Pool, Dock, Beach Proximity & More!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to the Big Kahuna – an expansive and inviting 5-bedroom, 4-bathroom single-family haven that encapsulates the es ...
From $932 per night (USD)
Expedia
From $497 per night (USD)
VRBO
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 $497 per night (USD)
VRBO
From $1080 per night (USD)
Expedia
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 $1080 per night (USD)
Expedia
$Swept Away: 3-Bed\/2-Bath Oasis with Open Water Views, Private Pool & Dockage$
From $970 per night (USD)
VRBO
Swept Away: 3-Bed\/2-Bath Oasis with Open Water Views, Private Pool & Dockage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
"Swept Away," an exquisite and newly crafted luxury single-family residence boasting three bedrooms and two bathrooms. T ...
From $970 per night (USD)
VRBO
From $420 per night (USD)
Expedia
P54 - Location - Location - Location - Sombrero Beach Area Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This spacious home is located in Marathon, the heart of the beautiful Florida Keys. This home located in the very desira ...
From $420 per night (USD)
Expedia
From $661 per night (USD)
VRBO
Fisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok,
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
copy and paste following URL link for a virtual tour of the property........with 360 walk around of the property... ...
From $661 per night (USD)
VRBO
From $7703 per night (USD)
Expedia
**ALL TOGETHER NOW @ OLD TOWN** Three Homes & Pools + LAST KEY SERVICES…
Bedrooms:
15
Bathrooms:
13
Sleeps:
32
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Coordinating ...
From $7703 per night (USD)
Expedia
$*Paradise Found* Key Largo Townhouse w\/ Private Boat Slip$
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 $700 per night (USD)
Expedia
Fabulous Canal Front Villa, Private Pool in KCB!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The Blue Turtle Villa, located in Key Colony Beach, in the Marathon area, is a gorgeous, brand new, designer decorated c ...
From $700 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Waterfront luxury Villa (14) with spectacular sunset views and boat slip
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse y ...
From $575 per night (USD)
VRBO
$Central walk-up studio with partial ac - walk to Duval Street bars\/dining$
From $308 per night (USD)
Expedia
Central walk-up studio with partial ac - walk to Duval Street bars\/dining
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Truman @ Duval - Unit E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $308 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Ocean View Condo is a 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 $288 per night (USD)
VRBO
From $2784 per night (USD)
Expedia
**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 $2784 per night (USD)
Expedia
From $1455 per night (USD)
VRBO
Duval's Duet on Duval
Bedrooms:
2
Bathrooms:
6
Sleeps:
18
Summary: Located right in the heart of the World Famous Duval Street, enjoy a true downtown Key West experience! Duval's ...
From $1455 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Anglers Reef Islamorada - 2:2.5, Marina, Pool, Beach.
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
- VR#258 - Saturday check in preferred, message for alternate days. 2 bedroom and 2.5 bath at 117 Anglers Way Slip ava ...
From $374 per night (USD)
Expedia
$Dog-Friendly Home on the Water w\/ Dock, Boat Access, Private Pool, & Free WiFi$
From $526 per night (USD)
VRBO
Dog-Friendly Home on the Water w\/ Dock, Boat Access, Private Pool, & Free WiFi
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Marathon Magic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $526 per night (USD)
VRBO
From $812 per night (USD)
Expedia
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 $812 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
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 $401 per night (USD)
VRBO
From $535 per night (USD)
Expedia
122 Mariners Club Key Largo | 2 Bed, 2.5 Bath
Bedrooms:
3
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 $535 per night (USD)
Expedia
$Dazzling Ocean View Suite w\/heated pool, beach, marina, tennis\/pickleball$
From $303 per night (USD)
VRBO
Dazzling Ocean View Suite w\/heated pool, beach, marina, tennis\/pickleball
Bedrooms:
2
Bathrooms:
3
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 $303 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
$Old Town home a short walk to Duval\/Couples Oasis$
From $301 per night (USD)
VRBO
Old Town home a short walk to Duval\/Couples Oasis
Bedrooms:
2
Bathrooms:
2
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)
VRBO
$Relaxing island home\/Great location\/Stylish$
From $341 per night (USD)
Expedia
Relaxing island home\/Great location\/Stylish
Bedrooms:
2
Bathrooms:
2
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 $341 per night (USD)
Expedia
$SPACIOUS 4\/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!$
From $663 per night (USD)
VRBO
SPACIOUS 4\/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!
Bedrooms:
4
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 $663 per night (USD)
VRBO
$NEW! Completely Renovated \/ Close to Everything$
From $361 per night (USD)
Expedia
NEW! Completely Renovated \/ Close to Everything
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in the Heart of Historic Old Town Monthly Rental Pet Friendly.Up to 2 dogs, 40 lbs. max each. La Cala is a Newl ...
From $361 per night (USD)
Expedia
From $738 per night (USD)
VRBO
Ultimate Lower Keys Luxury Rental
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Located in Cudjoe Gardens at MM 21, The Chocolate Palm is over the top with amenities. Bring your boat, as this canal ho ...
From $738 per night (USD)
VRBO
From $832 per night (USD)
Expedia
MILLIONAIRES ROW GREAT PRICES 4 BR, pool, free Wi-Fi, convenient to Duval St.
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Our calendar is updated in real time and our rates are accurately displayed. You can book instantly without waiting for ...
From $832 per night (USD)
Expedia
From $1017 per night (USD)
VRBO
Sept - October SALE!! 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 $1017 per night (USD)
VRBO
From $394 per night (USD)
Expedia
The Emelina, Key West Monthly Rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Emelina is located in a beautiful historic home. This unit is luxuriously appointed with elegant materials and impe ...
From $394 per night (USD)
Expedia
$007 CONCH COTTAGE ~ 2BED\/1.5BATH Pool, Peleton , 40ft boat slip Kayak and$
From $255 per night (USD)
VRBO
007 CONCH COTTAGE ~ 2BED\/1.5BATH Pool, Peleton , 40ft boat slip Kayak and
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sean Connery would be suited for this Property…The Pool in this community is now available for your use! This property ...
From $255 per night (USD)
VRBO
$La Palma Verde 4bed\/4 bath with pool and dockage plus 2 kayaks$
From $1086 per night (USD)
Expedia
La Palma Verde 4bed\/4 bath with pool and dockage plus 2 kayaks
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Vaca-21-69 Gorgeous Home in the heart of Marathon! Located in a 4-home gated community, La Palma Verde (The Green Palm) ...
From $1086 per night (USD)
Expedia

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