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

$Oceanfront Luxury Condo\n\n28 night minimum. Book Jan 7-Feb4 for 600 discount.$
From $124 per night (USD)
VRBO
Oceanfront Luxury Condo\n\n28 night minimum. Book Jan 7-Feb4 for 600 discount.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seagulls Condominiums Islamorada Tavernier Key Largo New Lazy Boy recliner added to our open concept living room. Uppe ...
From $124 per night (USD)
VRBO
From $403 per night (USD)
Expedia
A quiet relaxing place that you can disconnect from real life. Comforts of home
Bedrooms:
4
Bathrooms:
3
Sleeps:
12
Clean, Comfortable, Private, Remodeled, full of amenities, new furniture, relaxing and peaceful. 7+ restaurants at walki ...
From $403 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Direct Ocean View from Your Condo-No Contact Check-In
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Modern 2 bedroom/2 bath condo with nice size balcony overlooks the Atlantic Ocean. California king bed in Master Bedroom ...
From $394 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Beautiful Harbor Front Oceanside Home on the Atlantic Ocean
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Oceanside 3/3 located on beautiful 10 acre harbor. Amazing natural surroundings, harbor & ocean views. New furnishings, ...
From $451 per night (USD)
Expedia
From $1271 per night (USD)
VRBO
Opulent waterfront estate with dock, pool, hot tub & rooftop view - dog-friendly
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Waterfront Wonder Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1271 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Conch Republic Consul General's Cottage.-Historic District
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay in the Conch Republic Consul General's Cottage. Historic Carriage House is located a few blocks from famous Duval S ...
From $445 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Private Home- Sun-filled Pool- Neighborhood Water Inlet
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This home sits in Key Lime Grove Subdivision which I was born and raised in. It is a neighborhood rich in history and c ...
From $261 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Charming & Tranquil Condo [Ocean Pointe 2208]
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your vacation starts the moment you step foot into this simply brilliant coastal condo that sits next to the Atlantic Oc ...
From $302 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in the Conch Republic Consul General's Cottage. This one bedroom cottage is located in the historic district and o ...
From $326 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Steps To The Beach And The Sunrise-No Contact Check-In
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nature's boutique offer you an exceptional view of key west's native birds right from your private balcony. It is furnis ...
From $378 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Stone Throw Famous Duval Street Location-No Contact Check-In
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
House is located just steps from famous Dvual Street. Duval Street stretches from the Atlantic Ocean to the Gulf of Mexi ...
From $244 per night (USD)
VRBO
From $748 per night (USD)
Expedia
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunday to Sunday WEEK available to book. Limited Boat Slip available onsite. Must be reserved in advance after reserva ...
From $748 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Historic District-Pool View-Duval Street-Beach Nearby-No Contact Check-In
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2 bedroom, fully furnished condominium with brand new living room furniture and dining room table set is located in ...
From $331 per night (USD)
VRBO
From $342 per night (USD)
Expedia
A PLEASANT STAY at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $342 per night (USD)
Expedia
From $496 per night (USD)
VRBO
ANGEL FISH at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tropically decorated 2 bedroom 2 bathroom townhouse in secluded area of Truman Annex, complete with updated appliances, ...
From $496 per night (USD)
VRBO
From $652 per night (USD)
Expedia
ABSOLUTE TRUMAN ANNEX in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This Private home is located in the historic Truman Annex of old town Key West, where you can get away from it all while ...
From $652 per night (USD)
Expedia
From $920 per night (USD)
VRBO
TROPICAL EXECUTIVE at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water ...
From $920 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Keys Villa - Secluded tropical paradise located on the water!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private, secluded villa faces Florida Bay in view of the fabulous Everglades. Located in a lush tropical hammock in a q ...
From $380 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Waterfront Cottage at Tavernier, Florida Keys
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our beautiful Waterfront Cottage offers breathtaking views of the ocean, a private deck with a propane grill, and a won ...
From $246 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Gorgeous house, GUARANTEED to beat any price for a 3BR in Marathon
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Three bedrooms and 2 bathrooms in open concept with everything you need in the heart of the Keys. Ample parking spaces ...
From $358 per night (USD)
Expedia
From $800 per night (USD)
VRBO
Paradise Island suite-2 bedroom 1 bath, a block off Duval St w/pool, parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $800 per night (USD)
VRBO
From $973 per night (USD)
Expedia
Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $973 per night (USD)
Expedia
From $926 per night (USD)
VRBO
Washer & Dryer, Near Downtown - Mesa House, Dos
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Whether you're lounging on the front porch or enjoying a seafood dinner inside, this 2-Bedroom Suite at The Mes ...
From $926 per night (USD)
VRBO
Click For Pricing
Expedia
2 BR at Hyatt Windward Pointe
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Atlantic Ocean, pool or lush courtyard views and lavish plantation-style decor welcome you to a two-bedroom condominium ...
Click For Pricing
Expedia
From $949 per night (USD)
VRBO
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $949 per night (USD)
VRBO
From $771 per night (USD)
Expedia
Nassau suite-2 bedroom 2 bath, a block off Duval St w/pool, parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AGE REQUIREMENT: ALL guests staying at the property MUST be 25 years of age or older at this property- NO EXCEPTIONS P ...
From $771 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Elegant waterfront home with private pools, hot tub, & dock - walk to beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Key Quest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $670 per night (USD)
VRBO
$New listing 3bd/2bt Sleeps 8 \Sunset Paradise Villa\ on canal Big Pine Key$
From $235 per night (USD)
Expedia
New listing 3bd/2bt Sleeps 8 \"Sunset Paradise Villa\" on canal Big Pine Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Bridge restriction***BIMINI TOPS or Fold down T-tops boats ONLY DUE TO WATSON ST BRIDGE. Sunset Paradise Villa is a ...
From $235 per night (USD)
Expedia
From $565 per night (USD)
VRBO
LUXURY VIP SUITE - INDOOR PICKLEBALL - STUNNING OCEAN VIEWS - OCEANFRONT RESORT!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Ree ...
From $565 per night (USD)
VRBO
From $338 per night (USD)
Expedia
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
If you want to experience the true meaning of a Key Largo Island vacation, then look no further than our spacious townho ...
From $338 per night (USD)
Expedia
From $514 per night (USD)
VRBO
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Ree ...
From $514 per night (USD)
VRBO
From $566 per night (USD)
Expedia
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Ree ...
From $566 per night (USD)
Expedia
From $456 per night (USD)
VRBO
LICENSED MGER - MODERN 2/2 OCEANFRONT SUITE! OCEAN & MARINA VIEWS! 2 KING BEDS!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
You have just discovered one of the most unique properties in the heart of Key Largo. This oceanfront condo is located i ...
From $456 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Relax in the Keys
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Completely remodeled 1st floor - 90’ TV, recliner, full size bathroom, kitchen 2nd floor, 2 bedrooms, 2 bathrooms, kit ...
From $292 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Palm Villa - Sleeps 6, Boat Slip Available
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Villa has a CALIFORNIA KING BED in the Master Bedroom & a Queen Bed in the guest room plus Queen Sleeper Sofa in Li ...
From $353 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Cozy Coastal Villa. Newly renovated private home w/ HEATED pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated, 3/2 pet-friendly Key Largo vacation home is spaciously laid out over two levels with chic island-i ...
From $395 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Sun, Sea & Sky at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the desirable Truman Annex community, this beautifully maintained second-story Shipyard condo offers the perf ...
From $420 per night (USD)
VRBO
From $437 per night (USD)
Expedia
ANGLER'S RETREAT at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A stay in Anglers Retreat is more then just a rental, but will be part of your Key West vacation experience. In addition ...
From $437 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Beautiful, 2100 sq ft 3/2 w/ocean views & easy ocean & gulf access.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is your home away from home. Beautiful 3 story home with spacious master bedroom and bathroom located on top floor ...
From $344 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Key Largo-Islamorada area-1 BR, 1 Bath -Privately Owned Condo -Fab Reviews!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You've found it! No need to look any further. Come on down and explore the beautiful Florida Keys! Picture this... en ...
From $267 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Keys Deal w/Cafe & Pool Bar! Up to 20% Off Beachfront 1BD Sleeps 4.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
New Island Grill Pool Bar & Marina Cafe now open. Deluxe, upgraded 1-bedroom 1 full bath (sleeps four with sofabed) loca ...
From $268 per night (USD)
VRBO
From $408 per night (USD)
Expedia
P13 - 3 Bedroom Home with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A premier home in a premier location! This 3 bedroom, 2 bathroom home is one of a kind. An all ground level home boastin ...
From $408 per night (USD)
Expedia
From $447 per night (USD)
VRBO
GREEN BAMBOO at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Paradise! This 2 bedroom townhouse, featuring one bedroom with a king and the second bedroom features twin be ...
From $447 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Key Largo Sunset - Bayside open water - Tropical inspired 3 bed/2 bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This three bedroom, two bathroom bayside retreat provides ideal coastal living with stunning views of the Florida Bay. T ...
From $287 per night (USD)
Expedia
From $621 per night (USD)
VRBO
Island Time | Luxury Beach Condo w/ Pool & Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: "Island Time" is a newly renovated, 2 bed 2 bath condo located in the gated La Brisa Condominium complex. Situa ...
From $621 per night (USD)
VRBO
From $607 per night (USD)
Expedia
CAPTAINS WHEEL at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This very popular getaway in the award-winning Truman Annex is a tropically decorated 2 bedroom, 2.5 bath town home feat ...
From $607 per night (USD)
Expedia
From $608 per night (USD)
VRBO
**WALKING ON SUNSHINE @ THE BEACH** Ocean Condo & Large Pool + LAST KEY SERVICES
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE - 25% off!!! - 25% off any stay through summer 2026 due to construction at the complex! 25% discount ...
From $608 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Description: Beautiful newer 2 bedroom / 2 bath elevated tropical home near a waterfront common area in Venture Out, an ...
From $248 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Private community with 2 beaches, boat ramp, heated swimming pool, beach volleyball, children's area with playground, la ...
From $343 per night (USD)
VRBO
From $447 per night (USD)
Expedia
A LOW TIDE at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A Low Tide is a charming first floor end unit in the Shipyard Condominiums in the award winning gated community of the T ...
From $447 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Waterfront Dream Condo with Panoramic Views, Near Vaca Cut
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Turn off of Route 1, leave behind all the hubbub of life, while holding on to the infectious laid back, slower-paced atm ...
From $410 per night (USD)
VRBO
Click For Pricing
Expedia
Private luxury retreat all included.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
All included in this large home has a huge master bedroom with 2 walking closets, opens to large wrap around balcony ove ...
Click For Pricing
Expedia
From $380 per night (USD)
VRBO
Beach Vacay Starts Here! Pool, Beach Access, Pet-friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Oceanfront family-friendly property with direct beach access and pool This listing is for a room within a hotel. ✦ You ...
From $380 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Pristine Top Floor Oceanfront Condo 5 min from Top Local Attractions
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Indulge in the peaceful scenery at our impeccably designed oceanfront property, recently renovated, and situated at Ocea ...
From $409 per night (USD)
Expedia
From $1800 per night (USD)
VRBO
Waterfront Beach Houses with Dock & Heated Pool!
Bedrooms:
5
Bathrooms:
8
Sleeps:
20
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront homes with 200 foot dock for your boat. Two exclu ...
From $1800 per night (USD)
VRBO
From $291 per night (USD)
Expedia
3/3 DirectBayAccess CanalHome w/Lift Dock Fenced Pet-Friendly HotTub Grill WIFI
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Immaculately kept Remodeled 2 Story Home in Tavernier with attention to details to make you feel home away from home. Pr ...
From $291 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come stay at the Tipsy Turtle in Angler's Reef! This magnificent home with ocean views from all 4 balconies is located ...
From $396 per night (USD)
VRBO
From $505 per night (USD)
Expedia
PELICAN'S PERCH at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s Old Town neighborhood ...
From $505 per night (USD)
Expedia
From $802 per night (USD)
VRBO
A SUNSET AND A HARBOUR VIEW at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Exceptional accommodations, spectacular location and first class amenities await you and your group! This two bedroom, ...
From $802 per night (USD)
VRBO
From $475 per night (USD)
Expedia
ANNIE'S HIDEAWAY at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This charming one bedroom, one bath 2nd floor property features an Olympic queen in the master bedroom and a large cover ...
From $475 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a nicely renovated Villa on Duck Key. Boat slip available for additional $100 a night. Largest boat that can fit ...
From $580 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Paradise Moon Bay!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
JUST RENOVATED, Paradise at Moon Bay! A spacious 2 Bedroom, 1.5 Bathroom located on the third flood overlooking the bay. ...
From $277 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Canal Front Gem W/ Private Dock, PS4, Free WiFi, & Expansive Balcony W/ Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Saratoga Sunshine Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $245 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Second Floor Condo with Shared Pool, Shared Dock, Central AC, WiFi, and W/D
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Gold Starfish Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $333 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Key Largo Ocean Shore Villa 2 with pool & boat slip
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This centrally located boater`s paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill do ...
From $481 per night (USD)
VRBO
From $704 per night (USD)
Expedia
W07 - New Luxury Property! Breathtaking Canal Front Pool Home - Sleeps 14
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Welcome to paradise! Escape to this luxurious 6 bedroom/6.5 bathroom home designed for VIP guests. Each bedroom i ...
From $704 per night (USD)
Expedia
From $112 per night (USD)
VRBO
Canal-front home with WiFi, parking, and easy access to open water
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Burgundy Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $112 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Captains Quarters - Cudjoe Key - Pool- Waterfront w/ Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Captain’s Quarters — Your Waterfront Escape on Beautiful Cudjoe Bay Discover the perfect blend of comfort, l ...
From $457 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Tranquil Oasis Beach Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly renovated 2 bedroom /2 bath home. Fully furnished for you and your family. Sleeps 4, 2 queen size beds. Just added ...
From $170 per night (USD)
VRBO
From $588 per night (USD)
VRBO
Spectacular Views of Ocean with Pool and Boat Slip.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy Ocean Front Retreat with heated pool and boat slip up to 30’. Corner unit with panoramic views. Oversized patio for ...
From $588 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Waterfront Cottage: 60-ft. dock, Fish Station, free WiFI, 3 TVs & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hook Line & Sunset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $280 per night (USD)
VRBO
Click For Pricing
Expedia
Coastal Beach Home in the heart of Key Largo.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Beautifully inspired coastal home is located in heart of Key Largo on the oceanside. Offering pristine open Atlantic vi ...
Click For Pricing
Expedia
From $258 per night (USD)
VRBO
Waterfront Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You found it!! Bring your boat! Charming cottage located in Venture Out, resort style community located on Cudjoe Key, ...
From $258 per night (USD)
VRBO
From $1522 per night (USD)
Expedia
3-Story spacious conch style home w/ private pool & dock!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
"Seafarer’s Refuge” is a spacious home with the ability to sleep a large group comfortably, a private pool and tropicall ...
From $1522 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Walk to Sombrero Beach, Waterfront, 50’ Dock, Spa, Kayaks, Bikes, Ideal Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax in this FULLY UPDATED, Florida Keys gem in Sombrero Beach, 50' private dock with wide & deep channel to ocean (no ...
From $367 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Casa Marina - Key Largo Waterfront Home with Private Pool, Boat Ramp & Dockage!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
For more pictures and recommendations on where to go and what to do in the FL Keys follow @mmjkeysrentals on Instagram. ...
From $165 per night (USD)
Expedia
From $299 per night (USD)
VRBO
4YR New- 2bed 2bath, 37ft Dock, Cabana Club, Kayak & Bikes- UPDATED
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Duplex, 2 Bedrooms 2 baths w/Cabana Club Access and Private 37.5 ft Dock on 100 ft wide Canal with fish cleaning station ...
From $299 per night (USD)
VRBO
From $525 per night (USD)
Expedia
DUPLEX IN DUCK KEY Grand 3/2 W/90' Private Dock, Trailer Storage included
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unit in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait an ...
From $525 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Beautiful Remodeled Condo 2B 1.5Ba
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Is SUN and FUN listed as keys to your next vacation? Look no further because you will find huge quantities right here in ...
From $253 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Waterfront with a pool & private beach access.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Waterfront with pool. Private beach access within a mile. All amenities needed to enjoy a fun and relaxing vacation. A f ...
From $523 per night (USD)
Expedia
From $517 per night (USD)
VRBO
Heart of Old Town on QUIET Peacon Lane. Historic Seaport. Duval St. PETS WELCOME
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Single family home. (Not a condo.) We welcome kids, pets, partners, friends. Free off street parking for 2-3 vehicles. ...
From $517 per night (USD)
VRBO
From $674 per night (USD)
Expedia
Fall... Beautiful weather, discounts, flexible cancellation!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
<p>DIRECT OCEANFRONT, fully updated, ground floor, single-family Home; 3 Bedrooms, 3 Baths. The home is all new and beau ...
From $674 per night (USD)
Expedia
From $473 per night (USD)
VRBO
Carriage House 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 $473 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Bunk 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 $324 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Unique Home with loft @ Truman Annex
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We ...
From $276 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Relax by Keys Waters [Ocean Pointe Suites 2209]
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to our charming 2-bedroom condo in the heart of Tavernier, where the Florida Keys' natural beauty and vibrant cul ...
From $283 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Old Town Key West classic with private saltwater pool & enclosed patio- by shops
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Petronia Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $314 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Escape The Rat Race and Relish In Tranquility
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Kick your shoes off and chill! The turquoise colors of the Atlantic Ocean greet you in this 2 bedroom, 2 bathroom Ocean ...
From $333 per night (USD)
Expedia
From $1355 per night (USD)
VRBO
Serenity in Marathon, FL
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Large, Luxurious, Open Water ViewEnjoy life at Serenity with unobstructed views of the Vaca Cut from this amazing home! ...
From $1355 per night (USD)
VRBO
From $732 per night (USD)
Expedia
Gated w/Bayside Marina- Marlin Bay Resort & Marina
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $732 per night (USD)
Expedia
From $378 per night (USD)
VRBO
GREAT FAMILY VACATION HOME~Canal-Private Pool~ Dock, Bait Freezer & ICE MACH~
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Gulf Winds Hideaway – Your Private Slice of Paradise! Welcome to Gulf Winds Hideaway, a beautifully designed waterfront ...
From $378 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Waterfront Townhouse in Kawama
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy our recently remodeled 2 bed 2 bath waterfront town home with an open floor plan and relaxing views of the salt wa ...
From $390 per night (USD)
Expedia
From $491 per night (USD)
VRBO
MARLIN BLUE in the Truman Annex
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Make your special trip to paradise most memorable with a stay in your bright and airy Shipyard Unit. Located within Trum ...
From $491 per night (USD)
VRBO
From $435 per night (USD)
Expedia
TROPICAL BREEZES at The Truman Annex in Key West
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 $435 per night (USD)
Expedia
From $517 per night (USD)
VRBO
MANATEE at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
'Manatee' is a beautiful two bedroom, one bath, 1st floor condominium located within the prestigious gated community of ...
From $517 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Looking for the Best Location for Next Getaway? Amazing Room w/ FREE Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our family-friendly property! An unforgettable tropical vacation awaits you in the Middle Keys. Our room is p ...
From $235 per night (USD)
VRBO
From $455 per night (USD)
VRBO
ISLAND TIME at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $455 per night (USD)
VRBO
From $313 per night (USD)
Expedia
waterfront cottage near key west, sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This reimagined vintage style waterfront home is everything! With the ability to tie up to 17f boat right outside your d ...
From $313 per night (USD)
Expedia
From $417 per night (USD)
VRBO
Oceanfront Home With Large Private Deck with boat dockage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy boating, swimming or just the ocean view in the greatest of privacy. Dinner and entertainment in Key West is a sho ...
From $417 per night (USD)
VRBO
Click For Pricing
Expedia
Classic Key West condo w/ private parking, covered porches, & shared pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cool Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
Click For Pricing
Expedia

Search Your Destination Now!

Monroe Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals