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 $222 per night (USD)
VRBO
Beautiful centrally located home in the Florida keys<br>
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Centrally located in the Florida keys close to Islamorada where there are great restaraunts and shops.Park your boat in ...
From $222 per night (USD)
VRBO
$\Pelican's Perch\ - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing$
From $346 per night (USD)
Expedia
\"Pelican's Perch\" - Gulf Front Condo, Fabulous Views, Heated Pool, Dock, Fishing
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Pelican's Perch is an upscale, luxury townhouse condo less than 16 yards from the water of the Gulf of Mexico. The cond ...
From $346 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Lower Keys paradise
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Two bedroom 1 bathroom house . New on market, new furniture, new appliances, new painting. Have a breakfast with view o ...
From $291 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Ocean front 1/1,AMAZING OCEAN/MARINA VIEWS,Tavernier/Key Largo Fl. Florida Keys
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Paradise! Discover the retreat that is Ocean Pointe, a premier resort nestled in Tavernier, Fl ...
From $275 per night (USD)
Expedia
From $640 per night (USD)
VRBO
**LAYOVER in PARADISE @ CASA MARINA** New Home / Pool + LAST KEY SERVICES…
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! A home design ...
From $640 per night (USD)
VRBO
From $701 per night (USD)
Expedia
Aah PARADISE at the Truman Annex in Old Town Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AAH PARADISE This Foundry townhome is a Bostonian style 3 level home located in Old Town Key West. This home has been re ...
From $701 per night (USD)
Expedia
From $566 per night (USD)
VRBO
🌸Home(#5) “AFTER DUNE🍹DELIGHT”(-approximately 50 ft from Private beach entrance)🌸
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌸Home(#5) “AFTER DUNE🍹DELIGHT”(-approximately 50 ft from Private beach entrance)🌸 Totally Private😉- Turn-Key and ful ...
From $566 per night (USD)
VRBO
From $439 per night (USD)
Expedia
STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Note: In 2026, bookings will require a minimum stay of 28 days, starting on the first of the month. I can adjust the dat ...
From $439 per night (USD)
Expedia
From $593 per night (USD)
VRBO
A LICENSE TO CHILL in the Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The historic Foundry, known as building #11, features three story townhomes, located in the award-winning residential ne ...
From $593 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Key largo waterfront jewel
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Waterfront corner lot location with dock. 3 Bedrooms 2 bathrooms, completely renovated, central A/C, bonus enclosed pati ...
From $212 per night (USD)
Expedia
From $629 per night (USD)
VRBO
315 Mariners Club Key Largo | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beachfront Oasis Enjoy luxurious oceanfront living with unobstructed panoramic views of the Atlantic Ocean from your pr ...
From $629 per night (USD)
VRBO
$\Private Pool\ Waterfront Home across from Golf Course KCB$
From $498 per night (USD)
Expedia
\"Private Pool\" Waterfront Home across from Golf Course KCB
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Casa Aquamarina II, A Peaceful Paradise Retreat! This beautiful 2 Bedroom, 2 Bath Plus spacious 2nd story loft, is the ...
From $498 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Casita Mar 2/2 Canal, Direct Ocean Book a Fall Getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Renting 7 nights+ stays & monthly, too! Saturdays check in/check out only applies to holidays, summer & winter stays. S ...
From $249 per night (USD)
VRBO
Click For Pricing
Expedia
BEAUTIFUL SUNSETS IN THE MARATHON KEYS
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please visit Marathon Key Beach Club website for more detailed pictures of units. Located on the Gulf of Mexico, this p ...
Click For Pricing
Expedia
From $306 per night (USD)
VRBO
Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This lovely Island Escape Condo is a upper level condo located in the prestigious Truman Annex. Not just another rental ...
From $306 per night (USD)
VRBO
From $1148 per night (USD)
Expedia
DOLPHIN WATCH in Key West @ The Truman Annex Compass Realty
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
VERY LUXURIOUS water front home located in the heart of downtown Key West within walking distance to all downtown attrac ...
From $1148 per night (USD)
Expedia
From $887 per night (USD)
VRBO
Paradise Is Waiting At Key Largo's Premier Family Friendly Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Paradise is Waiting at Key Largo's Premier Family Friendly Resort! Mariner’s Club is a stunningly beautiful oceanfront ...
From $887 per night (USD)
VRBO
From $599 per night (USD)
Expedia
AMBERJACK at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Recently refurbished throughout in a fun, tropical theme, Amberjack is situated on Southard Street in the exclusive gate ...
From $599 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Dazzling Bayfront Home w/ 2 Boat Docks, Huge Deck, 1 Kayak, Pool Table -1 Dog OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hawkins Lookout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $285 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summerland Canal Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $163 per night (USD)
Expedia
From $1155 per night (USD)
VRBO
CATCH OF THE DAY at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
View passing ships and sunsets from your own first floor, large deck with plenty of seating for a large family in the Tr ...
From $1155 per night (USD)
VRBO
From $495 per night (USD)
Expedia
SOUTHARD COMFORT at The Truman Annex in Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
LOCATION, LOCATION, LOCATION! Southard Comfort is on Southard Street in the TRUMAN ANNEX, which is one of the most beau ...
From $495 per night (USD)
Expedia
From $603 per night (USD)
VRBO
Still Time! Oct/Nov Openings • 4BR Key Largo Retreat — Book Spring stay too
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Sea La Vie! Life is Better by the Sea Mariner’s Club 606 Welcome to Sea La Vie — your home base for making Key Largo m ...
From $603 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Re-energize at our spacious condo! Get 10% off stays of 7+ days. Book now!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Key Largo condo, relax in this calm, stylish space. Spacious, fully renovated waterfront 2 bedroom / 2 bath condo with t ...
From $317 per night (USD)
Expedia
From $817 per night (USD)
VRBO
Perla Blanca 4 Bed 5 Bath kayaks pool boat dock
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
NOW ACCEPTING SATURDAY TO SATURDAY RESERVATIONS ONLY! Upscale one-of-a kind Pool/Spa home with 4 bedrooms, 5 baths that ...
From $817 per night (USD)
VRBO
From $638 per night (USD)
Expedia
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the oce ...
From $638 per night (USD)
Expedia
From $855 per night (USD)
VRBO
Luxury Waterfront at Galion Resort in Old Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This condo is a 2BR/2BA Penthouse Loft on the 5th floor overlooking the marina. On the first floor is a full sized, ful ...
From $855 per night (USD)
VRBO
From $391 per night (USD)
Expedia
**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! DOCKSIDE DAYD ...
From $391 per night (USD)
Expedia
From $212 per night (USD)
VRBO
Waterfront paradise in Key Largo with resort style amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Two story townhouse with two bedrooms and two and a half bathrooms overlooking canal. Master features King bed, second b ...
From $212 per night (USD)
VRBO
From $444 per night (USD)
Expedia
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***NEVER RENTED BEFORE!! Be one of the first to stay in our newly renovated home! With a 35' Seawall for docking your ...
From $444 per night (USD)
Expedia
From $622 per night (USD)
VRBO
Family Friendly w/Pool- 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 $622 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Expertly Decorated-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 $596 per night (USD)
Expedia
From $760 per night (USD)
VRBO
Home w/Gourmet Kitchen- 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 $760 per night (USD)
VRBO
From $1114 per night (USD)
Expedia
Pool, Parking, & Pet Friendly - Sunnyside Up
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Summary: Sunnyside Up is a charming Conch-style home on United Street, just steps from Key West’s "Old Town." With an op ...
From $1114 per night (USD)
Expedia
From $528 per night (USD)
VRBO
Waterfront Cozy Cottage with Boat Ramp & Dock!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your ...
From $528 per night (USD)
VRBO
From $1116 per night (USD)
Expedia
Luxury 5BR/7BA Waterfront Oasis | Private Pool, Dock & 5 Master Suites
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Step into the ideal island retreat at Super Grouper House – a 5-bedroom, 7-bath luxury vacation home in Marathon, Florid ...
From $1116 per night (USD)
Expedia
From $813 per night (USD)
VRBO
Modern Island Luxury | 4 En-Suite Masters, 6 BA, Pool, Dock & Outdoor Oasis
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Step into Snapper House and feel the stress melt away—an upscale, custom-built sanctuary designed for dream vacations on ...
From $813 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Atlantic Paradise Escape | Luxury Oceanfront Condo in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $320 per night (USD)
Expedia
From $403 per night (USD)
VRBO
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unit in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait an ...
From $403 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water views. Located on the ...
From $332 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Cudjoe Key 3bdr,2 bath Pool, 20 min from Key West, Ocean Access, Bikes, Canoe
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private 3 bdrm, 2 bath, home in exclusive Cudjoe Gardens @ MM20 on Cudjoe Key. This is a very comfortable home in a nic ...
From $336 per night (USD)
VRBO
From $844 per night (USD)
Expedia
Boutique Resort w/Pool- 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 $844 per night (USD)
Expedia
From $249 per night (USD)
VRBO
WATERFRONT!! Home w/ 37.5-ft dock, Cabana Club Membership!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great scre ...
From $249 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Beach Condo in Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful Ocean Beach and Pool view from deck. Relax in paradise where everything is steps away! Suntan on the white sa ...
From $334 per night (USD)
Expedia
From $755 per night (USD)
VRBO
Clean & Pristine Home - Marina 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 $755 per night (USD)
VRBO
From $376 per night (USD)
Expedia
411 Kawama Tower Key Largo | 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fourth floor unit with panoramic oceanview! King bed in master, queen-size bed and daybed in guest bedroom. All tile flo ...
From $376 per night (USD)
Expedia
From $884 per night (USD)
VRBO
PARADISE ON THE OCEANat The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This two bedroom condo is located in the Truman Annex, Key West's premier residential community in Harbour Place on the ...
From $884 per night (USD)
VRBO
From $610 per night (USD)
Expedia
A SUNRISE COTTAGE at The Truman Annex in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This charming 2 story 2 bedroom with loft, two bath cottage in the Shipyard Condominiums is located just off the pool an ...
From $610 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Villa Valbuena Key Largo Palm Oasis In-Laws Quarters 2 Kings
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
<p>This property is managed by KEYLARGOTRAVELS We own several remodeled high-end units in Key Largo. Please check out a ...
From $699 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Waterfront home perfect for fishing, water sport, fam fun in Marathon FL keys
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FL Keys, Marathon, waterfront home perfect for family fun, it's a fisherman’s paradise equipped with 500lb ice maker in ...
From $401 per night (USD)
Expedia
From $689 per night (USD)
VRBO
Beautiful Home on the Atlantic Ocean waters
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
“Luxury spacious home with subtle marine decor; high end accommodations. Exceptional location nearby the best convenienc ...
From $689 per night (USD)
VRBO
From $259 per night (USD)
Expedia
P38 - Charming 1 bedroom, waterfront duplex with private hot tub. Cabana Club...
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This cute and cozy, all ground level 1 bedroom, 1 bath unit is perfect for the couple who loves comfort, quiet and the b ...
From $259 per night (USD)
Expedia
From $260 per night (USD)
VRBO
P37 - Charming 2 bedrooms duplex with Private Pool and Deep water dockage....
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Key Colony Delight! This 2 bedroom, 2 bath all ground level duplex in Key Colony Beach is absolutely delightful! Offerin ...
From $260 per night (USD)
VRBO
From $761 per night (USD)
Expedia
Fisherman Paradise, Dock, Pool , Ice Machine, Jacuzzi.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Spacious 2,800 sf House with four bedrooms with their own end-suite baths. Full house for you and your family to enjoy, ...
From $761 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
***This unit holds a City of Key West Transient License and will be permitted to continue offering weekly rentals in 202 ...
From $459 per night (USD)
VRBO
From $413 per night (USD)
Expedia
ALMOST PARADISE 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 $413 per night (USD)
Expedia
From $2946 per night (USD)
VRBO
Private Heated Pool & Near Duval - The Curry House
Bedrooms:
9
Bathrooms:
9
Sleeps:
18
Summary: "Curry House" provides three stories full of historic charm that take you back in time. This guesthouse has pr ...
From $2946 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Balcony, Pool, & Near Duval - Curry House Room 6
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Curry House offers three stories of historic Conch house charm, perfect for your getaway. This guesthouse featu ...
From $412 per night (USD)
Expedia
From $579 per night (USD)
VRBO
Balcony, Pool, Near Duval - Curry House Room 3 + 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Curry House offers three stories of historic charm, transporting you back in time. The guesthouse features priv ...
From $579 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Balcony, Pool, & Near Duval - Curry House Room 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: "Curry House" provides three stories full of historic conch house charm that take you back in time. This guesth ...
From $353 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Balcony, Pool, & Near Duval - Curry House Room 8
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: "Curry House" provides three stories full of historic charm that take you back in time. This guesthouse has pr ...
From $402 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Balcony, Pool, & Near Duval - Curry House Room 7
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: "Curry House" provides three stories full of historic charm that take you back in time. This guesthouse has pr ...
From $444 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Balcony, Pool, & Near Duval - Curry House Room 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: "Curry House" provides three stories full of historic charm that take you back in time. This guesthouse has pr ...
From $340 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Balcony, Pool, & Near Duval - Curry House Room 9
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: "Curry House" provides three stories full of historic charm that take you back in time. This guesthouse has pr ...
From $290 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Curry House | Heated Pool, King Bed, 1st Floor
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: "Curry House" provides three stories full of historic charm that take you back in time. This guesthouse has pr ...
From $391 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Sunrise Breeze on the Marina [Ocean Pointe 5302]
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise Breeze is located on the third floor of building number five which is the premier building due to its location w ...
From $345 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Palm Villa - Villa 5115 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $366 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. Ask for availability. This villa b ...
From $325 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Tiny home in Key Largo with Private Dock, Tiki Hut and Boat Lift
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Peaceful, quiet and private gated/waterfront community at the tip of the Florida Keys (Mile Marker 112) in Manatee Cove. ...
From $345 per night (USD)
VRBO
From $2137 per night (USD)
Expedia
4BR Key Largo Stay – Pool, Parking + Beach Club
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
(4Bed / 4.5 Bath) Indulge in a tranquil, carefully crafted vacation rental designed as a haven of peace and luxury. Ocea ...
From $2137 per night (USD)
Expedia
From $1909 per night (USD)
VRBO
4BR Key Largo Villa w/ Beach & Marriott Perks
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Indulge in a tranquil, carefully crafted vacation rental designed as a haven of peace and luxury. Ocean Residences blend ...
From $1909 per night (USD)
VRBO
From $1398 per night (USD)
Expedia
Key Largo 3BR Villa | Pool, Kayaks & Resort Perks
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
(3 Bed / 2.5 Bath) Indulge in a tranquil, carefully crafted vacation rental designed as a haven of peace and luxury. Oce ...
From $1398 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Super Comfy and modern with the extras!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom, 2 bathroom large house with game room, tall ceilings, lots of entertaining space and great dock. Comfy couch, ...
From $248 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Waterfront home with dock, high-speed WiFi, and central AC - snowbird-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cayo Loco Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $273 per night (USD)
Expedia
From $545 per night (USD)
VRBO
Gorgeous Beachfront Home with a pool. Water views from every direction.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Step into your own island paradise! Welcome to this 5 bedroom 3 bath home. Featuring a large private beach with a heated ...
From $545 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Paradise in Key Largo, FL
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy your vacation in this brand new recreational vehicle with great taste in interior design. This unit has an extende ...
From $201 per night (USD)
Expedia
Click For Pricing
VRBO
Sugarloaf quiet place
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small place next door to the KOA in the Florida Keys, walking distance to restaurant, and the bike path of the scenic hi ...
Click For Pricing
VRBO
From $835 per night (USD)
Expedia
Private Parking, Heated Pool - Sweet Caroline
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $835 per night (USD)
Expedia
From $546 per night (USD)
VRBO
Private Parking , Heated Pool - Key Lime Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $546 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Heated Pool, Epic Location - Sugar Pie Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $411 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Heated Pool, Epic Location - Honeybun Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $376 per night (USD)
VRBO
From $665 per night (USD)
Expedia
Private Parking, Heated Pool - Banana Split
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $665 per night (USD)
Expedia
From $445 per night (USD)
VRBO
Heated Pool, Private Parking - Creme Brulee Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Banana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the his ...
From $445 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Stay on the Atlantics Edge, Marina & Ocean Front Suite [ Ocean Pointe 5202]
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ideal for couples, solo & budget travelers, Key West Road Trippers, Snowbirds, Sea-Foodies, Divers, Snorkelers & Anglers ...
From $349 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Tavernier Keys Home w/ 70’ Dock & 20k Boat Lift on Bayside! 3/2.5 Plus Game Room
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gorgeous and Spacious Bayside Tavernier Keys Home with a 70’ foot Dock for your Boat and 20,000 lb Boat Lift. Be in the ...
From $390 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. Ask for availability. This villa b ...
From $298 per night (USD)
Expedia
From $636 per night (USD)
VRBO
Manatee Oasis in Marathon
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This exceptional home has everything you need for a perfect Florida Keys getawayand soon, it's getting even better! Star ...
From $636 per night (USD)
VRBO
$Islamorada Anglers Reef! “Sandbar Bungalow Villa\ AMAZING! Middle row location!$
From $452 per night (USD)
Expedia
Islamorada Anglers Reef! “Sandbar Bungalow Villa\" AMAZING! Middle row location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AMAZING MIDDLE ROW! COMPLETELY UPDATED! BOAT SLIP AVAILABLE This oceanfront resort is a boutique complex of 52 homes ins ...
From $452 per night (USD)
Expedia
From $805 per night (USD)
VRBO
Bay Front Home With Magnificent Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Islamorada, the fishing capital of the world, this house is tucked away in a quite neighborhood on the bay si ...
From $805 per night (USD)
VRBO
From $664 per night (USD)
Expedia
COLORFUL COCKTAIL in the Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your perfect Key West getaway! Nestled in the coveted Shipyard community of Truman Annex, this beautifully ma ...
From $664 per night (USD)
Expedia
From $730 per night (USD)
VRBO
**BANANA BLOSSOMS @ THE ANNEX** Lush Villa by Beach + Pool + LAST KEY SERVICES
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! When explorin ...
From $730 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Ocean front gated privacy with 3 bedrooms and protected boat slip.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Ocean front condo. Nothing but water views from every room! NO other structures but Channel 5 bridge in sight. Access to ...
From $416 per night (USD)
Expedia
From $599 per night (USD)
VRBO
Sombrero Beach 2 Minute Walk! Waterfront Home, Heated Pool, Kayaks, No Stairs
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Open Dates due to Last Minute Cancellation! 3 bedroom, 2.5 bath home with heated pool, kayaks, hammock, large outdoor sh ...
From $599 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Couples Getaway, Suites-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 $646 per night (USD)
Expedia
From $739 per night (USD)
VRBO
Terrace & Roof Top Deck-Marlin Bay Resort & Marina
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $739 per night (USD)
VRBO
From $611 per night (USD)
Expedia
Attn:Couples, 3 Kings - Marlin Bay Resort & Marina
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $611 per night (USD)
Expedia
From $715 per night (USD)
VRBO
Roof Top Water Views - Marlin Bay Resort & Marina
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort fea ...
From $715 per night (USD)
VRBO
From $705 per night (USD)
Expedia
A PALM OASIS at The Truman Annex in Key West.....
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NEW LISTING!!! This charming two bedroom, two and one half bath townhome has recently been updated and added to our rent ...
From $705 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Coastal Inspired Cottage in Bahama Village Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Bahama Dreams, a fully renovated 3 bedroom/ 2 bath eyebrow style home just two blocks off iconic Duval Street ...
From $371 per night (USD)
VRBO
From $668 per night (USD)
Expedia
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Atlantic Parrot Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $668 per night (USD)
Expedia

Search Your Destination Now!

Monroe Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals