$4,500 Per Month
87200 Overseas Hwy Unit 1, Islamorada, FL 33036
Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc
$3,600 Per Month
23 Jenny Ln Unit A11888723, Key Largo, FL 33037
Utilities Included! LONG TERM/ANNUAL RENTAL. Unfurnished, 2nd Floor CBS Single Family House, Built 2021, Located @ mm 102/Ocean Side. 3 Spacious Bedroom, 2 Ample Bathrooms, Laundry Room w/Washer & Dryer. Open Concept Living Area with Spacious Kitchen. (Internet & Cable Not Included in Monthly Rent) Move-In Requirements: 1st MO + 2 MO Security Deposit, Complete Landlord's Application, Background &
Alfredo Perez Realty Plus, LLC
$7,500 Per Month
1540 Lantana Ln, Big Pine Key, FL 33043
Fishermans Dream House! Bring your boats to this beautiful canal front home in Big Pine Key. Secluded on a corner lot with 190 ft of seawall. Boat ramp just a few blocks away. Enjoy swimming in the pool, relaxing on the deck, cocktails at the outside bar, or meeting the adorable friendly Key Deer roaming the neighborhood .Available for annual and monthly rentals.
Starting at $3,145 Per Month
750 Fort St, Key West, FL 33040
Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a
Lofts at Bahama Village
$5,000 Per Month
94825 Overseas Hwy Unit 144, Key Largo, FL 33037
Looking for the perfect seasonal retreat? Or perhaps a tropical getaway for a month? Look no further! This stunning spacious 3/2.5 home is in the exclusive, gated community of Key Largo Ocean Resort on the ocean side, offering you everything you need for a perfect stay. Wake up to breathtaking sunrises & enjoy the convenience of being just steps away from the ocean. This resort-style community
$6,900 Per Month
317 E Seaview Cir, Duck Key, FL 33050
317 E Seaview Cir, Duck Key, FL 33050
$7,920
Total Monthly Price
629 Elizabeth St Unit SI ID1297833P, Key West, FL 33040
The advertised rate of $7,920/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 31, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$2,750 Per Month
14 Coral Dr Unit 1, Key Largo, FL 33037
Available NOW, Private 2/1 Apartment LIKE NEW Built in 2020 Great neighborhood!Close enough to restaurants & shopping yet tucked away!Beautiful Finishes and Ample Layout Tile Floors throughoutWasher & Dryer included Electric & Water Included in rentDon't Miss it!
Ernie Echauri RE/MAX All Keys Real Estate
$7,200
Total Monthly Price
886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
The advertised rate of $7,200/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$6,690
Total Monthly Price
1315 Whitehead St Unit SI ID1297834P, Key West, FL 33040
The advertised rate of $6,690/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 17, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$18,964
Total Monthly Price
536 Fleming St Unit SI FL2-ID1297611P, Key West, FL 33040
The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
$12,500 Per Month
21640 Overseas Hwy, Summerland Key, FL 33042
21640 Overseas Hwy, Summerland Key, FL 33042
$5,000 Per Month
28513 Channel View Dr, Little Torch Key, FL 33042
This is a waterfront 3 story, 2 bedroom, 2.5 bathroom unfurnished or furnished townhome for rent. It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, full size front load stackable washer and dryer, tile floors, hurricane windows and doors, 3 balconies, 2 heated community pools, 24 hour community gym and
Joseph Danieli AKT Realty LLC
$15,000 Per Month
235 Tavernier Dr, Tavernier, FL 33070
Florida Keys Oceanfront "Fisherman’s Paradise" with breathtaking Atlantic Views and Private Dockage. This fully renovated 3BR/2BA home features an open layout, Dade County Pine woodwork, and floor-to-ceiling impact windows that frame endless ocean vistas. The lower level includes a workshop with full bath and laundry—perfect for guests or gear. Boaters and anglers will love the 50’ seawall, 30’
$15,000 Per Month
232 W Seaview Dr, Marathon, FL 33050
Experience the laid-back luxury of Duck Key in this beautifully appointed waterfront residence. Designed for both comfort and entertaining, the home features a chef’s kitchen with premium appliances, generous counter space, and custom cabinetry that will delight any culinary enthusiast.Rich Brazilian wood floors add warmth and elegance throughout the living spaces, while the spacious primary
Jen Reyes Keller Williams Realty Premier Properties
$3,300
Total Monthly Price
563 49th St, Marathon, FL 33050
Escape to year-round paradise in this charming 2-bedroom, 1-bathroom canal-front half duplex in Marathon, Florida Keys! Offering tranquil waterfront views and a private 24-foot dock, this cozy retreat is perfect for boating enthusiasts, anglers, or anyone seeking a relaxed tropical lifestyle.Property Features:Bedrooms: 2 | Bathrooms: 1 | Sleeps: 6Waterfront Living: Screened-in
Starting at $3,299 Per Month
28501 Channel View Dr, Little Torch Key, FL 33042
In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak
Little Torch Cottages
$7,500 Per Month
1540 Lantana Ln, Big Pine Key, FL 33043
FISHERMANS DREAM HOUSE! BRING YOUR BOATS TO THIS AMAZING 3/2 HOUSE SECLUDED ON A CORNER LOT WITH 190FT OF SEAWALL. BOAT RAMP MINUTES AWAY. ICE MAKER AT THE OUTSIDE BAR.ENJOY THE POOL, OPEN DECKS, COCKTAILS AT THE OUTSIDE BAR, AND THE ADORABLE KEY DEER ROAMING THE NEIGHBORHOOD. SLEEPS 8. AVAILABLE FOR MONTHLY AND ANNUAL RENTALS.
Andrea Lennon Vylla Home
$5,800 Per Month
3770 Park Ave, Big Pine Key, FL 33043
Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for
Mary Jo Selden DomainRealty.com LLC
$5,800 Per Month
3770 Park Ave, Big Pine Key, FL 33043
Welcome to Caribbean Cove located in Big Pine Key. Located in the lower keys, 30 minutes from Key West. This stunning waterfront three bedroom/two bath home features an open floor plan, with a fully furnished living area and a modern kitchen. The kitchen is a culinary dream, equipped with stainless steel appliances and an oversized quartz island, surrounded by eight comfortable seats, perfect for
Mary Jo Selden DomainRealty.com LLC
$3,400 - $3,500
Total Monthly Price
901 White St, Key West, FL 33040
Available October 1. YEAR LEASE Beautiful Large one bedroom located in old town. COMPLETELY UPDATED THROUGHOUT. New custom bath, updated kitchen, new appliances, fixtures, fans, fresh paint throughout, hardwood floors. Open spacious unit meticulously upkept. Large private shaded front porch off second floor unit with furniture. Quiet building exceptionally maintained. Storage for bike in gated
$16,000 Per Month
3 North Dr, Key Largo, FL 33037
SEASONAL .This 4 bed 4 baths Key West style pool . Price depends of the season . Once inside take the stairs up to the main living area where you will find two bedrooms and two baths ,living room and eat in kitchen with wet bar fully equipped laundry room , large screened patio for dining with TV, back yard with large heated pool with lounge sitting area ,tropical landscaping, Dock will
Arturo Rodriguez Coldwell Banker Realty
$3,595
Total Monthly Price
818 White St Unit 5, Key West, FL 33040
Rate: $3,595/mo. Plus utilities (for a 3–6 month lease)Refundable Security Deposit: $1,500.00(Note: First month's rent, last month's rent, and security deposit are due upfront for long-term rentals).
$3,800
Total Monthly Price
1505 White St Unit Large Two bedroom, Key West, FL 33040
This unit is unique at 1505 White large two bedroom and one bathroom, with private large deck & grill washer dryer Located two blocks from ocean The unit comes furnished and includes air conditioning for climate control. The smoke-free environment ensures a healthy living space. Exterior amenities include a gated entry for added security, a grill for outdoor cooking, and a deck for
$5,000
Total Monthly Price
1102 Pearl St, Key West, FL 33040
Totally restored historic conch furnished pool home. On site parking, one bedroom, den, one interior bath, one pool side bath, IPE deck, central AC, Exposed beam ceilings, loft and pool. Very High quality renovation. Available monthly or annually. Pool heater, central AC, Viking & Wolf appliances, sleeps 6. King bed in bedroom, den has a pull out couch, living room has a pull out couch, you
$5,000 Per Month
94825 Overseas Hwy Unit 144, Key Largo, FL 33037
Looking for the perfect seasonal retreat? Or perhaps a tropical getaway for a month? Look no further! This stunning spacious 3/2.5 home is in the exclusive, gated community of Key Largo Ocean Resort on the ocean side, offering you everything you need for a perfect stay. Wake up to breathtaking sunrises & enjoy the convenience of being just steps away from the ocean. This resort-style community
Vivian Serralta BHHS EWM Realty
$3,200 Per Month
28528 Channel View Dr, Little Torch Key, FL 33042
This is a 3 story 2 bedroom 2.5 bathroom unfurnished townhome for rent.It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, stackable washer and dryer, hurricane windows and doors, two balconies, 2 heated and chilled community pools, gym, sauna, marina with boat ramp, outdoor games, bbq, kayaks and paddle
Joseph Danieli AKT Realty LLC
$12,000 Per Month
441 La Fitte Rd, Summerland Key, FL 33042
** SHORT-TERM RENTAL ** Stunning open water house with high ceilings, open floor plan, covered screen porch, and open deck for the sun lovers! New deck with a heavy-duty boat lift in place (15,000 pounds) in one of the cleanest waters in the FL Keys! Metal roof, New A/C, Water Heater, and a Front aluminum fence with beautiful landscaping This home is located in one of the best neighborhoods in
Carolina Gil Caralex Intl Realty Group Corp
$4,000 Per Month
10877 Overseas Hwy Unit 38, Marathon, FL 33050
SUMMER SPECIAL! Experience the ultimate FL Keys vacation getaway at this BRAND NEW condo-townhome in the breathtaking community of Ocean Isles Fishing Village! This is the ONLY 2 Bedroom/2 Bathroom in the community that offers complete, comfortable accommodations for up to 6 guests at competitive 1B/1B pricing! Unit 38 is the larger style, two story design. Come into the first floor open layout
$3,995 Per Month
1215 97th Street Ocean Unit 11, Marathon, FL 33050
Stunning turnkey Atlantic Ocean waterfront condo with dockage, which can fit up to a 24 ft boat! Storm impact windows, sliding glass doors, new kitchen with stainless steel appliances. Quart's countertops, soft close drawers, glass backsplash, under counter lighting. All new bathroom cabinet, large anti-fog mirror cabinet, new tiled shower. All brand-new flooring, paint throughout with coastal
Natalia Boltz PA Power Net Realty.com Inc.
$8,000 Per Month
8302 Marina Villas Dr, Marathon, FL 33050
Monthly and weekly rates available. Wide water views from this beautiful renovated furnished condo boasting a fantastic floor plan (one of the larger units), is attractively decorated w/an updated & modern coastal look. Many windows for natural light & huge L-shaped balcony boasting pocket sliding doors for indoor/outdoor living. Kitchen has white countertops, newer SS appliances, and a terrific
Caroline Barca Berkshire Hathaway Florida Realty
$15,000 Per Month
601 Cuda Ln, Key Largo, FL 33037
FEEL LIKE YOU LIVE ON YOUR OWN ISLAND! Large equipped oceanfront home that can accommodate a large family or 2-3 families | up to 14 people.OCEANFRONT PARADISE & Key Largo at its VERY BEST! Private gated oceanfront retreat w/PRIVATE fishing pier, deep water dockage w/direct ocean access, new pool, hot tub, gazebo/harbor w/fire pit, 3 balconies facing the ocean, several areas to sun bath & enjoy
Ray and Jenise Hinds The Keyes Company
$19,500 Per Month
124 S Indies Dr, Marathon, FL 33050
28-day minimum rental. Welcome to paradise! This luxury 4,700+ SF custom home is just 1,100 ft from the ocean inlet with no fixed bridges, 100' wide canal, and ocean views from the 3rd-story loft. Includes two 25K lb boat lifts (up to 40' boats), double jet ski lift, paddle boards, fishing rods, golf carts, and more. Kid-friendly with 6 bunk beds—sleeps 16+. Features hurricane impact windows,
John DeMarco RE/MAX 5 Star Realty
$12,000 Per Month
203 Atlantic Blvd, Key Largo, FL 33037
BEAUTIFUL HOME!.. accommodating 10 guests, your perfect vacation, prestigious community of Port Largo. Upstairs you will find 2 bedrooms and a full bath each with a queen bed. Downstairs has 2 bedrooms with 2 twin beds in each room and a full bath. Both floors also have a sofa bed, floors do not connect through indoor staircase. Offering a private 75 foot dock for boats and direct access to the
Aymee Pita Capital Homes Inc
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