Monroe County FL Homes under $100,000

/5
$2,800
- 2 Beds
- 1 Bath
6630 Maloney Ave Unit 7D, Key West, FL 33040

Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

6630 Maloney Ave Unit 7D, Key West, FL 33040
/11
$59,000
101600 Overseas Hwy, Key Largo, FL 33037

Who wouldn't want to wake up in their own little Florida paradise every day? If you've been dreaming about living in the Keys, this 2-bedroom, 1-bath home in Key Largo might be exactly what you've been looking for. It's move-in ready, fully furnished, and already set up so you can just walk in and start enjoying the lifestyle. You've got a brand new roof, washer and dryer included, and a

Xiomara Goodman My Mobile Homes

101600 Overseas Hwy, Key Largo, FL 33037
/15
$1,650
- 1 Bath
- 450 Sq Ft
103365 Overseas Hwy Unit A, Key Largo, FL 33037

End Unit A Newly Remodeled Studio Apartment featuring Brand New White Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

Tracey Petrusha Venture Realty Group

103365 Overseas Hwy Unit A, Key Largo, FL 33037
/6
$2,000
91865 Overseas Hwy Unit 106, Tavernier, FL 33070

***Available starting November 15, 2026. *** Experience elevated living in this fully furnished, luxury studio 1/1 apartment located at Mile Marker 91.5 Oceanside in Tavernier. Recently renovated from top to bottom, this turnkey residence features designer furnishings, modern appliances, and premium finishes throughout. Ideally positioned in the heart of the Upper Keys, the property offers

Kevin Cornell Cornell Commercial Real Estate, Inc.

91865 Overseas Hwy Unit 106, Tavernier, FL 33070
/18
$685
- Land
- 1.5 Acres
- $457 per Acre
12411 Overseas Hwy, Marathon, FL 33050

**FOR RENT - 36' BOAT RACK - The Boat House Marina is located close to Vaca Cut and Key Colony Channel foreasy access to both the ocean and bay. Rack 37C is 36' long, 9' 6'' wind and 8' 4'' tall. Unlimited, scheduledIN/OUT splash service provided. Fuel and dockmaster on site. Parking, fish cleaning area, use of the pool at CoralLagoon and video surveillance. constructed to 155 mph

Howard & Lily Leitner Jason Mitchell Real Estate Flo

12411 Overseas Hwy, Marathon, FL 33050
/28
$2,900
- 2 Beds
- 1 Bath
- 776 Sq Ft
5301 Ocean Terrace Unit 7, Marathon, FL 33050

Turnkey island getaway in the heart of Marathon! This charming 2 bedroom, 1bath home comes fully furnished and ready for immediate enjoyment. HOA redid all the piping throughout the building, HOA includes pool usage and Boat slips of 28ft. Come see this unit today and enjoy the outdoor area with an amazing canal view. Conveniently located just minutes from Sombrero Beach and major shopping

Marilys Grau Luxur Realty LLC dba: Realty One Group Evolution

5301 Ocean Terrace Unit 7, Marathon, FL 33050
/20
$4,000
- 3 Beds
- 1 Bath
- 1,680 Sq Ft
108 Seagull Ln, Tavernier, FL 33070

Two-story waterfront home located on a canal with direct access to the bay. Ideal for boating enthusiasts, this property offers a functional layout, great natural light, and beautiful water views. Enjoy easy access to open water from your backyard, perfect for fishing, kayaking, or relaxing by the canal. Great opportunity for full-time living or a vacation home in the Florida Keys.

Adriana Alvarez A.M.A. Realty Group Inc.

108 Seagull Ln, Tavernier, FL 33070
/16
$4,950
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
421 Ixora Dr, Big Pine Key, FL 33043

Available immediately for long term rental! Renovated 2BD/2BA stilt home in desirable Big Pine Key featuring a covered screened porch for true indoor/outdoor living, a massive garage with storage, private saltwater pool, and canal front location with boating access to Spanish Harbor, the Oceanside, and the backcountry. Situated on a spacious 10,000+ SF corner lot with 1,120 SF of living space.

Melissa Gibbins Expert Realty LLC (HQ)

421 Ixora Dr, Big Pine Key, FL 33043
/9
$20,000

$5K PRICE INCREASE
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
3675 S Roosevelt Blvd Unit week 42, Key West, FL 33040

Selling weeks 42 and 43. High Tourist season. Fantasy Fest and Halloween. 2 Bedroom Villa, Ocean view sunrise view, Princess balcony

Jenny Murphy Keller Williams Key West Compass Realty

3675 S Roosevelt Blvd Unit week 42, Key West, FL 33040
/7
$3,650
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
19525 Date Palm Dr, Summerland Key, FL 33042

Enjoy island living in this beautiful 3-bedroom, 2-bathroom home located on a quiet street in desirable Sugarloaf Key. This is an unfurnished annual rental featuring a large deck and private yard with plenty of space to enjoy the outdoors. Background check first, last, security deposit required. Dogs okay upon approval.

Cliff Glansen FlatFee.com

19525 Date Palm Dr, Summerland Key, FL 33042
/13
$85,000
- Land
- 4 Acres
- $21,250 per Acre
LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042

Offshore island 4 acre lot in the heart of the Great White Heron Wildlife refuge is suitable for temporary camping and exploration. World class flats fishing for bonefish, tarpon, permit and redfish nearby. Located on Southwest end of Little Knockemdown Key. Accessible by kayak, paddle board and shallow draft vessels. Privacy and nature abound here on Little Knockemdown Key - No roads or

Banks Prevatt Coldwell Banker Schmitt RE Co.

LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
/19
$100,000
- Land
- 30.75 Acres
- $3,252 per Acre
14 67 26 Saddlebunch Key, Saddlebunch, FL 33040

30 acres, two private islands on the gulf side of Saddlebunch Key. Not buildable, use can be private recreation, eco-preservation, or conservation. Listing includes parcel00120060-000000 and parcel 00120080-000000.If you love nature, here's s your spot!

The Florida Keys Sold Sisters Ocean Sotheby's International Realty

14 67 26 Saddlebunch Key, Saddlebunch, FL 33040
/23
$2,600
- 1 Bed
- 1.5 Baths
- 730 Sq Ft
13 Pirates Dr, Key Largo, FL 33037

Island Garden Retreat is a private tropical hideaway nestled beneath a canopy of mature trees in the peaceful Key Largo neighborhood of Pirates Cove. Surrounded by 15,890 square feet of lush, established landscaping, this charming cottage offers a rare opportunity for long-term island living with exceptional privacy and space to unwind. Inside, the home feels warm and inviting with vaulted

Kenneth Smith American Caribbean Real Estate, Christie's International Real Estate

13 Pirates Dr, Key Largo, FL 33037
/2
$2,500
5950 Peninsular Ave Unit 640, Key West, FL 33040

Prestigious boat slip for rent at Ocean's Edge Marina, suitable for boats up to 50FT located on the North pier with ample water access boasting a 6ft control depth. Features include a nearby fuel station and access to the hotel pool for tenants. Ideal for water enthusiasts seeking a premium marina experience. Daily, monthly or long term rentals available. Air bnb's or houseboats are not allowed.

Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

5950 Peninsular Ave Unit 640, Key West, FL 33040
/32
$5,300
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
1655 Sunrise Dr, Big Pine Key, FL 33043

LONG TERM RENTAL - FURNISHED OR UN-FURNISHED.Your clients will love having their morning coffee in the family room and watching the Sun rise over No Name Key.This back yard pool is completely private and perfect for family and guests. Sit in the Tiki Bar, sip a Margarita and enjoy the ocean and pool views. The tropical trees and setting will make you feel like you are living at a

Mark Peterson Mark F. Peterson Licensed Real Estate Broker

1655 Sunrise Dr, Big Pine Key, FL 33043
/2
$2,800
- 3 Beds
- 2 Baths
- 1,339 Sq Ft
197 Dove Lake Dr, Tavernier, FL 33070

3 Bedroom 2 bathroom updated home walking distance to Harry Harris park. Centrally located in Tavernier and close to schools, shopping, and other great amenities Tavernier has to offer. Pets are welcome with owner approval and pet deposit. Utilities are not included. Unfurnished. Available immediately.

Kenneth Smith American Caribbean Real Estate, Christie's International Real Estate

197 Dove Lake Dr, Tavernier, FL 33070
/21
$8,800

$2K PRICE INCREASE
- 3 Beds
- 3 Baths
- 1,704 Sq Ft
135 Tequesta St, Tavernier, FL 33070

Waterfront Canal Home located in the Best Islamorada Plantation key Location.COMPLETELY FURNISHED TURNKEY HOME. Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in wrap around porch overlooking the water. 60 ' of Canal Frontage. HUGE enclosed Garage area underneath , New

Jonathan Minerick Homecoin.com

135 Tequesta St, Tavernier, FL 33070
/5
$3,000
65821 Overseas Hwy Unit 67, Long Key, FL 33001

Beautiful canal front lot for RV ONLY. Full hookup. Comes with patio table and chairs, fish cleaning table, 1 dock box and 1 storage box on the lot. Can offer a gulf cart for an extra $100 per month. $ 3,000.00 + utilities. 35 Acres Resort with Tons of amenities including Huge Pool, Hot Tub, Tennis Courts, Club House, Dog Park, Store, Bocce Ball, Boat Trailer Storage, Marina, Boat Ramp, 24hr

Tracey Petrusha Venture Realty Group

65821 Overseas Hwy Unit 67, Long Key, FL 33001
/19
$6,000
- 2 Beds
- 3 Baths
- 728 Sq Ft
1002 Thomas St, Key West, FL 33040

Located in the heart of Old Town Key West! Walk, bike or drive your golf cart to famous restaurants, bars, tourist attractions and beaches. This 2 bedroom 2.5 bath home is being rented annually, fully furnished and includes two of street parking spaces, a rare find in Old Town! OWNER PAYS water, electric trash and internet. One small dog is allowed upon approval by the owner and for a

Jessica Prescott Coastal Collection Real Estate Inc.

1002 Thomas St, Key West, FL 33040
/32
$3,500
- 2 Beds
- 2 Baths
- 1,147 Sq Ft
96000 Overseas Hwy Unit C1, Key Largo, FL 33037

Waterfront retreat. Available for six-month or longer rental. The listed price is for an annual rental. This townhome is located in the sought after community of Buttonwood Bay. This gated community is known for its luxurious, laid-back waterfront living. This community offers three pools, tennis court, pickle ball courts, basketball court, gym, community room, marina, gym and sandy beach. This

Alicia Gilbert Berkshire Hathaway HomeServices EWM Realty

96000 Overseas Hwy Unit C1, Key Largo, FL 33037
/18
$1,950
- 1 Bed
- 1 Bath
- 408 Sq Ft
6099 Overseas Hwy Unit LOT 60W, Marathon, FL 33050

Cozy 1 bed 1 bath located in Key By The Sea with a driveway parking space. No neighbors located behind you offers some privacy. Store your extra belongings in the detached storage shed and enjoy your own washer/dryer! Common laundry buildings are also steps away. Relax in the waterfront picnic area and enjoy ocean views and breezes. Conveniently located near Publix/Sombrero Beach/Crane Hammock.

Alexander Welbaum Opto Properties LLC

6099 Overseas Hwy Unit LOT 60W, Marathon, FL 33050
/9
$20,000
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
3675 S Roosevelt Blvd Unit week 43, Key West, FL 33040

Selling week 42 and 43. High Tourist season. Fantasy Fest and Halloween. These weeks can be sold as deeded weeks or as points to add to an existing portfolio. Across from Smathers beach. There is an ocean view and amazing Sunrise views. Princess Balcony. 2 Bedroom Villa.

Jenny Murphy Keller Williams Key West Compass Realty

3675 S Roosevelt Blvd Unit week 43, Key West, FL 33040
/22
$3,200
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
220 Taylor Dr, Key Largo, FL 33037

Newly updated and tastefully decorated, this canal-front fully furnished home is available for immediate occupancy. The property offers direct canal frontage with 60 feet of dockage, includes use of a boat ramp located just steps away, and WiFi and yard maintenance are included, making it ideal for boating enthusiasts or anyone seeking the Florida Keys lifestyle. Only 30 minutes from Miami. The

Kimberly Hamilton Better Homes and Gardens Real Estate Destinations

220 Taylor Dr, Key Largo, FL 33037
/46
$3,000
- 2 Beds
- 2 Baths
- 898 Sq Ft
64 Seagate Blvd, Key Largo, FL 33037

Solid Like a Rock:Location: A stunning waterfront property nestled in a vibrant tropical setting, surrounded bylush trees and exotic plants. Key Features:Ground Level Living: Enjoy the convenience and accessibility of a beautifully renovated homeset on one level.Bright and Airy: Large windows and sliding doors, along with high ceilings, create a brightatmosphere filled

isabel linowitz RE/MAX All Keys Real Estate

64 Seagate Blvd, Key Largo, FL 33037
/30
$3,900
- 4 Beds
- 3 Baths
- 1,406 Sq Ft
210 W 2nd Ct, Key Largo, FL 33037

Annual Rental - Beautiful, Fully Furnished 4 Bedroom / 3 Bathroom Home on the Water. Step into this elegantly furnished, move-in-ready home offering comfort, style, and convenience. Thoughtfully decorated and updated throughout, this property provides everything you need from day one -- just bring your toothbrush. Inviting patio perfect for relaxing or entertaining.Spacious parking area for

Tracey Petrusha Venture Realty Group

210 W 2nd Ct, Key Largo, FL 33037
/2
$55,000
- Land
- 6,000 Sq Ft
- $399,300 per Acre
0 Vacant Land Unit 618301, Sugarloaf Key, FL 33042

ROGO land dedication lot worth 2 points with paperwork completed and Monroe County letter of eligibility on file. No hidden expenses with this lot. Cost-effective way to get your permit faster! This lot is not buildable and is sold for land dedication purposes only.

Nate Meyer Meyer and Boumerhi Realty LLC

0 Vacant Land Unit 618301, Sugarloaf Key, FL 33042
/5
$3,300
- 2 Beds
- 1 Bath
1110 White St Unit 2, Key West, FL 33040

2-bedroom,1-bath apartment in prime Key West location .Walking distance to Sandy's cafe ,Fausto's Food Palace ,and local shops ,and just minutes from the beach .Conveniently located near restaurants ,grocery stores ,and laundry facilities. Enjoy the convenience of having everything you need just steps away in one of Key West's most desirable areas

Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

1110 White St Unit 2, Key West, FL 33040
/11
$2,800
- 2 Beds
- 1 Bath
- 755 Sq Ft
605 Sombrero Beach Rd Unit 203, Marathon, FL 33050

Welcome to this beautifully furnished and newly renovated 2-bedroom and 1-bath condo with new stainless-steel appliances. This unit is available for annual lease in one of Marathon's most desirable communities. Best of all, the unit is just a 5-minute walk to the world-famous Sombrero Beach and convenient to grocery stores, dining, shopping, parks, schools, hospitals and so much more! Plus,

Alicia Lund, P.A. Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

605 Sombrero Beach Rd Unit 203, Marathon, FL 33050
/42
$3,500
- 2 Beds
- 2 Baths
- 1,296 Sq Ft
803 Oceana Ave, Key Largo, FL 33037

Enjoy the relaxed Florida Keys lifestyle in this beautifully restored 2-bedroom, 2-bath Conch cottage located in the heart of Old Key Largo. Just three homes from the ocean, The Oceana Pearl sits on a spacious double lot surrounded by lush tropical landscaping, offering privacy, charm, and comfortable island living. This fully furnished home features a spacious living area with wood beam

Shanti Cope Coldwell Banker Schmitt Key Largo

803 Oceana Ave, Key Largo, FL 33037
/17
$3,995
- 2 Beds
- 2 Baths
- 780 Sq Ft
81 Golf Club Dr, Key West, FL 33040

For Rent - Key West Golf Club Community Beautifully updated 2 bedroom, 1.5 bath townhome located in the highly desirable gated Key West Golf Club community on Stock Island. This 780 sq ft home offers a perfect blend of comfort, style and island living. This home features beautifully renovated kitchen and bathrooms, along with an open and inviting living space. Step outside to a spacious, private

Nicole Gruenauer Key West Luxury Real Estate Inc (KW)

81 Golf Club Dr, Key West, FL 33040
/5
$1,200
- 1 Bath
- 400 Sq Ft
98480 Overseas Hwy Unit 2, Key Largo, FL 33037

Welcome to your new cozy studio located at mile marker 98! This charming unit offers affordable living in the heart of Key Largo. You'll find it in a friendly, 9-unit commercial building, perfect for convenience. Plus, there's plenty of parking with two spaces available, and we happily welcome small pets! Come join us in this wonderful community!

Jeffrey Bishoff Bishoff Realty, Inc.

98480 Overseas Hwy Unit 2, Key Largo, FL 33037
/5
$1,650
- 1 Bath
- 450 Sq Ft
103365 Overseas Hwy Unit B, Key Largo, FL 33037

Newly Remodeled Studio Apartment featuring all New Stainless Steal Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

Tracey Petrusha Venture Realty Group

103365 Overseas Hwy Unit B, Key Largo, FL 33037
/15
$2,875
- 1 Bed
- 1 Bath
- 368 Sq Ft
1318 Duncan St Unit 3, Key West, FL 33040

AVAILABLE JULY 1st. Lease at $2875 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared

Rob Severin Rob Severin Real Estate Co

1318 Duncan St Unit 3, Key West, FL 33040
/38
$4,000
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
82207 Old Hwy, Islamorada, FL 33036

LONG TERM RENTAL OPPORTUNITY!Ground-level living in the heart of Islamorada! Situated on an oversized parcel, this beautifully completely remodeled 2-bedroom, 2-bath home offers comfort and an unbeatable location. The tastefully updated interior includes porcelain tile throughout the home including showers, quartz countertops and brand new LG appliances and offers an open living area and

Lisa Frins Century 21 Prestige Realty Grp, Tavernier

82207 Old Hwy, Islamorada, FL 33036
/9
$2,050
- 1 Bed
- 1 Bath
- 300 Sq Ft
1120 Washington St Unit SU, Key West, FL 33040

Studio available at the lower end of Washington Street, for one person. No pets permitted. Water is included. First month, last month, and security deposit required upfront. Please note, there is no washer or dryer on site.

Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

1120 Washington St Unit SU, Key West, FL 33040
/10
$2,400
- 1 Bed
- 1 Bath
91865 Overseas Hwy Unit 104, Tavernier, FL 33070

Experience elevated living in this fully furnished 1 bedroom / 1 bathroom luxury apartment located at Mile Marker 91.5 Oceanside in Tavernier. Recently renovated from top to bottom, this turnkey residence features designer furnishings, modern appliances, and premium finishes throughout. Ideally positioned in the heart of the Upper Keys, the property offers unmatched convenience with restaurants,

Kevin Cornell Cornell Commercial Real Estate, Inc.

91865 Overseas Hwy Unit 104, Tavernier, FL 33070
/17
$3,800
- 2 Beds
- 3 Baths
- 1,360 Sq Ft
87200 Overseas Hwy Unit 3, Islamorada, FL 33036

Beautifully furnished 2-bedroom, 3-bath townhome with loft available for a 6-month or 1-year lease. Located in a gated community offering resort-style amenities, including a renovated pool, tennis and pickleball courts, clubhouse, and private beach access. Enjoy stunning sunsets and a prime location close to top-rated A+ schools, Founders Park, shopping centers, and a nearby hospital. Pet will be

Lizette Miller Coldwell Banker Schmitt Islamorada

87200 Overseas Hwy Unit 3, Islamorada, FL 33036
/25
$2,850
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
87455 Old Hwy Unit 245, Islamorada, FL 33036

LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY ON MILLIONAIRES' ROW IN PLANTATION BY THE SEA! LOCATED ON PLANTATION KEY/ISLAMORADA IN THE BEAUTIFUL FLORIDA KEYS! TURN KEY STUNNING AND REMODELED, FULLY FURNISHED 2 BEDROOM 1.5 BATH CONDO IS MOVE IN READY! ALL YOU NEED ARE YOUR CLOTHES AND TOOTHBRUSH! GLASSWARE, STEMWARE, SHEETS, TOWELS, ALL ARE FURNISHED FOR YOU! BEAUTIFUL OPEN CONCEPT

Anthony Garcia The Keyes Company

87455 Old Hwy Unit 245, Islamorada, FL 33036
/62
$3,500
- 2 Beds
- 2 Baths
- 1,514 Sq Ft
111 N Bay Harbor Dr, Key Largo, FL 33037

Now available for lease in the highly desirable Bay Harbor community! This beautifully maintained and fully furnished 2-bedroom, 2-bath single-family home offers the perfect blend of privacy, comfort, and Florida Keys lifestyle. Situated on an oversized, lushly landscaped lot, there's plenty of room for your vehicles, boat, golf cart, and all your island toys. Spanning over 1,500 sq. ft., this

Emily Strain Coldwell Banker Schmitt Key Largo

111 N Bay Harbor Dr, Key Largo, FL 33037
/50
$6,250
- 4 Beds
- 3 Baths
- 1,446 Sq Ft
218 Aberdeen Ct, Tavernier, FL 33070

Breathtaking Bayfront Retreat in Hammer Point! Experience waterfront living at its finest in this stunning canal-front home with direct bay and ocean access. Located in the desirable Hammer Point community, you'll enjoy postcard-worthy sunsets and a relaxed island vibe. This beautifully renovated residence offers 3 bedrooms and 2 bathrooms upstairs plus a legal 1/1 guest suite downstairs. The

Claudette Mell Ocean Sotheby's International Realty

218 Aberdeen Ct, Tavernier, FL 33070

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