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 $529 per night (USD)
VRBO
Cozy, Dog-Friendly Townhome with Shared Pool & Courtyard - Walkable Locale
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Old Town Garden Villas - Abaco Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $529 per night (USD)
VRBO
From $715 per night (USD)
Expedia
Charming cottage with private hot tub - one block to Duvall Street
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Conch Casa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $715 per night (USD)
Expedia
$Watch Sunsets from Your Deck, Shared Pool\/Hot Tub - Perfect for the Whole Family$
From $369 per night (USD)
VRBO
Watch Sunsets from Your Deck, Shared Pool\/Hot Tub - Perfect for the Whole Family
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise Suites - Panama Suite 310 Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $369 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Cozumel Suite 112 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $343 per night (USD)
Expedia
From $686 per night (USD)
VRBO
811 Mariners Club Key Largo | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Flawless describes to the T this immaculate townhouse. Oh-so-thoughtful floor plan, exquisite decor and furnishing...top ...
From $686 per night (USD)
VRBO
$~ 9TH ST BEAUTIFUL HOME W\/ PRIVATE POOL ON CANAL ~$
From $565 per night (USD)
Expedia
~ 9TH ST BEAUTIFUL HOME W\/ PRIVATE POOL ON CANAL ~
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gorgeous and welcoming ground level home directly on the canal! Located in the renowned city of Key Colony Beach, Mile M ...
From $565 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Audubon House #6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $427 per night (USD)
VRBO
$Cozy Dog-Friendly Condo w\/ Shared Pool, Hot Tub, Private Deck & Parking$
From $389 per night (USD)
Expedia
Cozy Dog-Friendly Condo w\/ Shared Pool, Hot Tub, Private Deck & Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Catalina Suite 311 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $389 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Key Largo Paradise
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Key Largo vacation in our slice of paradise. Trailer sleeps 6. Enjoy the amenities of a giant 60" television, outdoor ba ...
From $308 per night (USD)
VRBO
From $675 per night (USD)
Expedia
Elegant home with with patio & community pool - walk to beaches & Duval Street
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Mangrove Lagoon Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $675 per night (USD)
Expedia
From $743 per night (USD)
VRBO
**VILLA ANGELITA @ OLD TOWN** Renovated Condo Off Duval + LAST KEY SERVICES...
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! This modern O ...
From $743 per night (USD)
VRBO
From $450 per night (USD)
Expedia
**SUZY'S PARROT PERCH @ OLD TOWN** Cozy 2nd Floor Condo + LAST KEY SERVICES...
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! SUZY'S PARROT ...
From $450 per night (USD)
Expedia
From $776 per night (USD)
VRBO
Mar Y Sol a spectacular Ocean Front Oasis 10 minutes to Historic District
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through ...
From $776 per night (USD)
VRBO
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Expedia
PARADISE FOR BOATERS AND FISHING
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Private House, 3 BR 2 BATH, CONCRETE 60 Ft dock Avaiable August 1, 2020. Boat shown in Pictures will not be there at tim ...
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Expedia
From $1940 per night (USD)
VRBO
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & 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! Resembling a ...
From $1940 per night (USD)
VRBO
$Family home in gated community w\/great amenities, shared pool, fitness center$
From $568 per night (USD)
Expedia
Family home in gated community w\/great amenities, shared pool, fitness center
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Hemingway Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $568 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Sombrero Beach Villa with Private Pool and Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
This beautiful villa was built in 2017, making it one of the newest and modern homes in the Florida Keys. There are nume ...
From $506 per night (USD)
VRBO
$Dog-friendly home w\/ large private pool only a short walk to Historic Seaport$
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Expedia
Dog-friendly home w\/ large private pool only a short walk to Historic Seaport
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Seaport Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For Pricing
Expedia
From $469 per night (USD)
VRBO
Waterfront Half-Duplex with 30-Ft. Dock, Sitting Pool, and Private Beach Access
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Fantastic Fifth Street Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $469 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Key Largo Waterfront Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The property is located in Pirates Cove (mile marker 99 bayside), which is an early Key Largo development that is quiet ...
From $152 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Comfortable Waterfront Vacation Rental
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Guests must register at the office unless it is after hours in which you will register at the Guard House. Unit 175 is c ...
From $222 per night (USD)
VRBO
$Little Paradise, Historic Harbor Old Town Key West 2\/1.5$
From $521 per night (USD)
Expedia
Little Paradise, Historic Harbor Old Town Key West 2\/1.5
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy Island Living at it’s finest, Your own “Little Paradise”. This Two Bedroom One and a half bath home is nestl ...
From $521 per night (USD)
Expedia
From $611 per night (USD)
VRBO
208 Mariners Club Key Largo | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly renovated! This tri-level townhouse has a laid-back, welcoming Florida Keys vibe, pristine decor, sleek new kitch ...
From $611 per night (USD)
VRBO
$Marina Villa 212 3\/3 Pools, Marina and Ocean views$
From $656 per night (USD)
Expedia
Marina Villa 212 3\/3 Pools, Marina and Ocean views
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Best vacation rental to explore the Florida keys. Marina Villa 212 (3b/3b) with Marina and ocean views. Escape to pa ...
From $656 per night (USD)
Expedia
$Fins to the Left 2 bed 2 bath Duplex w\/ Cabana Club & dockage$
From $366 per night (USD)
VRBO
Fins to the Left 2 bed 2 bath Duplex w\/ Cabana Club & dockage
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy some changes in attitude and latitude in this waterfront beauty! This is a two bedroom, two bath, stilted, one-hal ...
From $366 per night (USD)
VRBO
From $585 per night (USD)
Expedia
Waterfront, saltwater lagoon, 2 pools, ocean access, marina, tennis, pickleball
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
You will know you're on vacation when you enter this luxurious townhome! This beautiful home is located in Kawama Yacht ...
From $585 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Vacation Home on Open Gulf with Fantastic Panoramic View
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Our home in Marathon at M.M.51, is located in a tropical setting on the open gulf surrounded by lush palms. Marathon is ...
From $428 per night (USD)
VRBO
From $1377 per night (USD)
Expedia
Gated Vacation Oasis Luxury Home Sunset Point Key Largo
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Escape to a one of a kind gated vacation oasis and experience the relaxing breezes of the bay from every room and around ...
From $1377 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Key Colony Beach Now booking for 2023
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This unit is perfect for snowbirds seeking a fabulous winter retreat for fishing boating and other activities as well ...
From $240 per night (USD)
VRBO
From $1050 per night (USD)
Expedia
Islamorada Boaters Paradise with 70' Dock and private beach access..
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Calling all boaters and anglers! You will love our home. Nestled on a canal only 3 minutes to the bay and 10 minutes to ...
From $1050 per night (USD)
Expedia
$7 Nights - Hyatt Sunset Harbor 2 bed\/2bath\/Kitchen\/Sleeps 6. Fantastic Location$
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VRBO
7 Nights - Hyatt Sunset Harbor 2 bed\/2bath\/Kitchen\/Sleeps 6. Fantastic Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fantastic location!!! Sunday to Sunday 7 night rental at HYATT SUNSET HARBOR 2 bedrooms 2 bath full kitchen and common a ...
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VRBO
$Villa Paradise | 4 bed\/2 bath canalfront home on Ramrod Key$
From $275 per night (USD)
Expedia
Villa Paradise | 4 bed\/2 bath canalfront home on Ramrod Key
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Escape to Villa Paradise – Your Monthly Retreat in the Florida Keys! Discover the ultimate Florida Keys getaway at Vill ...
From $275 per night (USD)
Expedia
From $1135 per night (USD)
Expedia
Wonderful 4 Bedroom 4 bathroom waterfront estate!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to "Casa Luna", a 4 bedroom 4 bathroom estate 3 are master bedrooms with bathrooms. You can enjoy the roof top j ...
From $1135 per night (USD)
Expedia
From $286 per night (USD)
Expedia
House full of life with pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
House in Key Largo. Great Home for a big family, 5 bedrooms and 4 full baths. Jacuzzi. Pool (8x14') with a deck. Can bri ...
From $286 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Kottage is a free-standing 2 bedroom/2 bath villa located on a small resort property nestled in a native hammock on ...
From $358 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Beautiful Condo with Deck, Patio, & Pool - Walk to Duval Street & Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Secret Garden Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $381 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Comfortable Cottage with Private Pool & Lovely Garden - Great Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Key Lime Calypso Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $553 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Great Family Vacation Rental.
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Family friendly vacation rental just outside of Key West with everything you need to enjoy a great getaway just 10 minut ...
From $421 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Waterfront home with gorgeous patio, WiFi, gas grill, & great location
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Key Colony Beach Waterfront Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $332 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Home with Great Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful home in the Florida Keys, close to everything. Amazing water views and sunrises. All Key Largo activities to e ...
Click For Pricing
Expedia
$Sunny Condo w\/ Entertainment, Balcony, & Great Location Near Beach - Dogs OK$
Click For Pricing
VRBO
Sunny Condo w\/ Entertainment, Balcony, & Great Location Near Beach - Dogs OK
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Frontier Flat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
VRBO
From $359 per night (USD)
Expedia
water at your back door
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**We Have Everything You Need For A lovely Getaway** We welcome you to our Beautifully Furnished 2 bedroom, 2 bath home ...
From $359 per night (USD)
Expedia
$Charming Condo w\/ Entertainment & Private Parking - Great In-Town Location$
From $541 per night (USD)
VRBO
Charming Condo w\/ Entertainment & Private Parking - Great In-Town Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gardenia Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $541 per night (USD)
VRBO
From $693 per night (USD)
Expedia
Completely Renovated Condo with Pool, Hot Tub, & Private Patio - Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Saint Barts Suite 303 Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $693 per night (USD)
Expedia
From $664 per night (USD)
VRBO
Waterfront house with covered patio, private pool, & 75' dock - dogs welcome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Magic in Marathon Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $664 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Elegant Condo with Entertainment & Private Parking - Great Central Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Orchid Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $399 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Queen’s Lair Rockhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
(((Third bedroom is an awesome open loft with a queen size bed- it is upstairs above the living room and master suite an ...
From $306 per night (USD)
VRBO
$Seas The Day 3bed\/2.5bath updated with great outdoor space$
From $318 per night (USD)
Expedia
Seas The Day 3bed\/2.5bath updated with great outdoor space
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Seas the Day is a beautifully designed 3-bedroom, 2.5-bathroom townhouse-style single-family home located in the heart o ...
From $318 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Tierra Bomba Suite 403 Our calendar is updated in real-time & our nightly rates are accurately display ...
From $440 per night (USD)
VRBO
$Fresh Getaway w\/ Private Pool & Rooftop Patio - Great Location, Steps from Beach$
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Expedia
Fresh Getaway w\/ Private Pool & Rooftop Patio - Great Location, Steps from Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Casa Hueso Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
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Expedia
From $378 per night (USD)
VRBO
Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Seashore at the Shipyard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $378 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Cute Dog-friendly Tropical Condo with AC, WiFi, & Shared Pool - Snowbirds OK
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Paradise Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $156 per night (USD)
Expedia
From $1647 per night (USD)
VRBO
Dog-Friendly, Oceanfront Duplex with Private Beach Access & Dock
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Beachfront Ocean Duplex Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $1647 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Breezy Condo with Pool & Hot Tub, Private Parking & Great Location - Dog OK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise Suites - Bonaire Suite 210 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $393 per night (USD)
Expedia
$Bright & Breezy Top Floor Ocean View Condo w\/ Double Balcony$
From $293 per night (USD)
VRBO
Bright & Breezy Top Floor Ocean View Condo w\/ Double Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
With thoughtful and creative touches, both inside and out, mixed with a keen attention to the smallest of details, this ...
From $293 per night (USD)
VRBO
From $664 per night (USD)
Expedia
Comfortable Condo with Pool, Private Balcony, & Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Atlantic Ocean View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $664 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Quiet & Stress Free canal home with private dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The home has 3 bedrooms and 2 bath. The dock has space for a boat up to 30’. Come and enjoy the beautiful surroundings ...
From $185 per night (USD)
VRBO
From $470 per night (USD)
Expedia
Contemporary Dog-Friendly Cottage with Easy Beach Access & Shared Pool
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Old Town Garden Villas - Andros Suite Our calendar is updated in real-time & our nightly rates are accurately displayed ...
From $470 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Welcoming & Conveniently Located Dog-Friendly Home - Walk to Everything
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Olivia Street Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $224 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Dog-friendly resort condo with pool & hot tub, private parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Suites - Saint Croix Suite 212 Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $449 per night (USD)
Expedia
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VRBO
Dog-friendly condo in prime location - walk to dining & sights, near the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Frontier Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
VRBO
From $1013 per night (USD)
Expedia
Pool & Parking & Pet Friendly - Southernmost View
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Southernmost View is a modern, luxurious waterfront home in a private seven-home gated community just steps fro ...
From $1013 per night (USD)
Expedia
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VRBO
Lovely dog-friendly home with guest cottage & private pool - great location
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Bahama House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
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VRBO
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Expedia
Dante's Marina Townhouse 2 bed 1.5 bath unit with a 5 minute walk to Duval!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A short walk, just blocks away from all the sought-after action on Duval Street and near the infamous Dante's Pool at th ...
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Expedia
From $216 per night (USD)
VRBO
200ft of Waterfront with Tiki & Heated Pool - Boaters Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Raised waterfront home at the start of the Florida Keys (Mile Marker 112) with all around views of waterway and Barnes S ...
From $216 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Beautiful vacation home in the heart of Islamorada , Florida Keys
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A perfect Keys home located in the heart of Islamorada in the sought-after Port Antigua community with access to the hom ...
From $366 per night (USD)
Expedia
From $614 per night (USD)
VRBO
Dog-friendly Key West Cottage with Private Hot Tub & Unbeatable Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Amelia House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $614 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Leeward Isle Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $397 per night (USD)
Expedia
$BOOK YOUR DREAM VACATION at BEACON REEF - Special deal 5\/11-6\/14 2025$
From $254 per night (USD)
VRBO
BOOK YOUR DREAM VACATION at BEACON REEF - Special deal 5\/11-6\/14 2025
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
SPECIAL DEAL FOR May 11-June 14 2025 ONLY!!! World Famous Beacon Reef Condo Oceanfront Islamorada, Florida (Max 4 Perso ...
From $254 per night (USD)
VRBO
From $697 per night (USD)
Expedia
Bright condo with charms of historic Key West - amazing walkable locale
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Casa Havana at Duval Square R22 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $697 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Imagine in the Keys - Venture Out Unit 073
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Imagine in the Keys VO073 35' Dockage Canal front 2Bd/2Ba This home features 2Bd/2Ba and is located only 3 lots from op ...
From $326 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Renovated Waterfront Modern Luxury, Lagoon, Marina, Tennis, Bikes, Pickleball
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
If your dates are not available or if you are looking for two units, check out my other VRBO Unit #802759. Enter the nu ...
From $614 per night (USD)
Expedia
From $415 per night (USD)
VRBO
★Remodeled tropical delight townhome★private plunge pool close to fun activities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful townhouse was remodeled in late 2021 with a modern tropical inspired scheme. High speed internet -1,000m ...
From $415 per night (USD)
VRBO
From $495 per night (USD)
Expedia
**CONCH GET ENOUGH at The Truman Annex in Key West**
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Enjoy an early morning cup of coffee on your private bedroom balcony after being gently woken by the crowing of a wild r ...
From $495 per night (USD)
Expedia
$CLOSE TO PERFECT at Key West Golf Club - 2\/2.5 w\/ Private Pool$
From $535 per night (USD)
VRBO
CLOSE TO PERFECT at Key West Golf Club - 2\/2.5 w\/ Private Pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
CLOSE TO PERFECT, far from normal! This stunning 2 bedroom, 2.5 bathroom townhouse with private pool will check all the ...
From $535 per night (USD)
VRBO
From $2324 per night (USD)
Expedia
Key West Oasis - Truman Annex Estate
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Welcome to Key West Oasis! This beautiful and sophisticated estate checks all the boxes and is located on one of the mos ...
From $2324 per night (USD)
Expedia
From $1185 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 $1185 per night (USD)
VRBO
$Executive Bay Club Bayfront\/Beachfront paradise$
From $287 per night (USD)
Expedia
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)
Expedia
$Modern 2BR Condo Old Town\/Balcony & Pool$
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 $408 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 $408 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Private Parking & Near Downtown - Lil' Bit
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 $197 per night (USD)
VRBO
$BeachHouse @ Sombrero & Ocean access w\/45’ Dock, kayaks and Bikes.$
From $418 per night (USD)
Expedia
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 $418 per night (USD)
Expedia
From $798 per night (USD)
VRBO
Balcony & Near Downtown - Sky Suite on Duval
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 $798 per night (USD)
VRBO
$Waterfront retreat with balcony views, kayak, SUP, central AC & washer\/dryer$
From $422 per night (USD)
Expedia
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 $422 per night (USD)
Expedia
From $479 per night (USD)
VRBO
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 $479 per night (USD)
VRBO
From $1396 per night (USD)
Expedia
**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 $1396 per night (USD)
Expedia
From $740 per night (USD)
VRBO
Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
OVERVIEW The Cigar House is a 100+ year old “Cigar maker’s house”. The recently completely renovated house is charming, ...
From $740 per night (USD)
VRBO
From $824 per night (USD)
Expedia
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 $824 per night (USD)
Expedia
From $727 per night (USD)
VRBO
Caribbean Fantazy 3bed 3bath with pool & dockage
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in the heart of Key Colony Beach, this stunning waterfront home offers everything you need for an unforgettable ...
From $727 per night (USD)
VRBO
From $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
From $794 per night (USD)
VRBO
Balcony on Duval - Duval Dream Loft
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 $794 per night (USD)
VRBO
From $750 per night (USD)
Expedia
Balcony on Duval - The Collins 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! The Col ...
From $750 per night (USD)
Expedia
From $243 per night (USD)
VRBO
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 $243 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Enjoy Caribbean weather in the USA. Openings in May 2025!! 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 $245 per night (USD)
Expedia
From $730 per night (USD)
VRBO
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 $730 per night (USD)
VRBO
$Mermaid Magic 3bed\/3bath half duplex with dockage & Cabana Club$
From $340 per night (USD)
Expedia
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 $340 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Splash Pool- Key Colony Villa - KCB#4
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our stunning waterfront unit in Key Colony Beach with its tropical outdoor living & instant ocean access from ...
From $424 per night (USD)
VRBO
$New 4\/3 Private Single Family - 2 min to ocean, kayaks, paddleboards, bicycles$
From $717 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 $717 per night (USD)
Expedia
From $318 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 $318 per night (USD)
VRBO
From $774 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 $774 per night (USD)
Expedia

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