Summerland Key, FL Homes for Rent

/20
Starting at $3,299 Per Month
- 2 - 4 Beds
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

28501 Channel View Dr, Little Torch Key, FL 33042
/8
$5,500 Per Month
- 3 Beds
- 2 Baths
- 1,488 Sq Ft
- House for Rent
22777 Jolly Roger Dr, Summerland Key, FL 33042

Property Id: 1197908 Long term 12 month lease plus renewable. Canal front pool home with a double fenced in lot. Enough room for all your boats and toys. Large saltwater pool perfect for soaking up the sun and enjoying a peaceful afternoon. The split layout provides privacy with your own separate areas to unwind. Bring your 4 legged family members. Bonus room could be the 4th bedroom or

22777 Jolly Roger Dr, Summerland Key, FL 33042
/20
$7,714

Total Monthly Price
- 3 Beds
- 2 Baths
- 1,431 Sq Ft
- Condo for Rent
886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042

The advertised rate of $7,715/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 15, 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

886 Loggerhead Ln Unit SI ID1297829P, Summerland Key, FL 33042
/19
$4,156

Total Monthly Price
- 2 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
29179 Rose Dr Unit SI ID1545784P, Big Pine Key, FL 33043

The advertised rate of $4,157/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 27, 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

29179 Rose Dr Unit SI ID1545784P, Big Pine Key, FL 33043
/18
$3,250 Per Month
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
- House for Rent
1635 Pandorea Ln, Big Pine Key, FL 33043

Welcome to your ideal rental in Big Pine Key, Florida! This charming property offers a perfect environment for those seeking a peaceful lifestyle close to nature and conveniences. Key Property Features include a spacious living area designed for comfort, ensuring you have plenty of room to relax and entertain. Enjoy the benefit of central heating and air conditioning, complemented by ceiling

1635 Pandorea Ln, Big Pine Key, FL 33043
/23
$3,900

Total Monthly Price
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- Townhouse for Rent
596 W Shore Dr, Summerland Key, FL 33042

Enjoy the laid-back Florida Keys lifestyle in this spacious downstairs 3-bedroom, 2-bath waterfront duplex located on beautiful Summerland Key. With approximately 1,392 square feet of living space, this home offers a comfortable, open layout in a convenient location near Key West, Big Pine Key, and Marathon.Inside, you'll find an open-concept living and dining area with plenty of room to

596 W Shore Dr, Summerland Key, FL 33042
/21
$3,600

Total Monthly Price
- 2 Beds
- 1 Bath
- 1,250 Sq Ft
- Townhouse for Rent
594 W Shore Dr, Summerland Key, FL 33042

Enjoy the laid-back Florida Keys lifestyle in this spacious upstairs 2-bedroom, 1-bath waterfront duplex located on beautiful Summerland Key. With approximately 1,180 square feet of living space, this home offers a comfortable, open layout in a convenient location near Key West, Big Pine Key, and Marathon.Inside, you'll find a bright open-concept living and dining area with plenty of room to

594 W Shore Dr, Summerland Key, FL 33042
/41
$7,500 Per Month
- 3 Beds
- 2 Baths
- 1,068 Sq Ft
- House for Rent
280 Airport Dr S, Summerland Key, FL 33042

*** Private Airstrip *** Welcome to your slice of paradise in the Florida Keys for your vacation rental! For aviation enthusiasts, the allure of this property is further enhanced by its location within a private airpark community (FD51 Summerland Key Airport). Nestled on a serene, clear wide canal with direct access to the Atlantic Ocean with no bridges, within a private airpark community, this

Lisa Guirguis Genesis Realty Team

280 Airport Dr S, Summerland Key, FL 33042
/14
$3,500 Per Month
- 2 Beds
- 2 Baths
- 936 Sq Ft
- House for Rent
3693 Landers St, Big Pine Key, FL 33043

Property Id: 2514237 Annual Canal-Front Rental on Big Pine Key! Utilities not included. This charming 2-bedroom, 2-bath home sits on a desirable corner lot with water access, offering a relaxed island lifestyle. Enjoy peaceful views. House is on a corner cana. Nice screened-in back porch with sliding doors to living and dining areas.—perfect for morning coffee or evening unwinding. Open

3693 Landers St, Big Pine Key, FL 33043
/81
$12,000 Per Month
- 2 Beds
- 2 Baths
- 1,443 Sq Ft
- House for Rent
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

441 La Fitte Rd, Summerland Key, FL 33042
/28
$4,200 Per Month
- 2 Beds
- 2 Baths
- 1,024 Sq Ft
- Meyer Ave Home
28441 Meyer Ave, Summerland Key, FL 33042

This fully renovated canal-front home offers the perfect blend of comfort, convenience, and the laid-back Florida Keys lifestyle. Built with durable CBS construction, this home features a spacious open floor plan, exceptional outdoor living, and direct boating access to Pine Channel. The outdoor amenities are truly a boater’s dream. A brand-new 60-foot dock with boat slip, 17,000-lb. boat lift,

28441 Meyer Ave, Summerland Key, FL 33042
/49
$5,800 Per Month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
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

3770 Park Ave, Big Pine Key, FL 33043
/15
$4,500 Per Month
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- House for Rent
813 Hawksbill Ln, Summerland Key, FL 33042

If you want to Rent a home with Canal View that leads to the Bay. This is your perfect home. Has a Lift and a great view from the second story Porch, Fishing is always near

Miguel Riveron Douglas Elliman

813 Hawksbill Ln, Summerland Key, FL 33042
/14
$3,693 Per Month
- 2 Beds
- 2.5 Baths
- 1,080 Sq Ft
- Townhouse for Rent
28508 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

28508 Channel View Dr, Little Torch Key, FL 33042
/13
$2,450 Per Month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- Property for Rent
31439 A, Big Pine Key, FL 33043

Charming, fully furnished 1-bedroom, 1-bath cottage in Big Pine Key, conveniently located just off US-1 for easy access to local shopping, restaurants, and everything the Lower Keys has to offer. This cozy home features a screened-in covered porch, grassy backyard with partial fencing, off-street parking, and an on-site washer and dryer. Non-waterfront property. Available for a 6-12 month lease

Melissa Gibbins Expert Realty LLC (HQ)

31439 A, Big Pine Key, FL 33043
/34
$11,000 Per Month
- 4 Beds
- 2.5 Baths
- 2,352 Sq Ft
- House for Rent
Unlisted Address

**Exclusive Waterfront Luxury Home in Big Pine Key** (minimum 6 months, available Sept 1.)Experience the ultimate Florida Keys getaway in this newly built, four-level, all-concrete waterfront home in beautiful Big Pine Key. Designed with luxury and comfort in mind, this spacious and light-filled property features 4 bedrooms and 2.5 bathrooms, with custom, high-end finishes and top-of-the-line

Joe Cabrera Carden Realty & Investment Inc

Unlisted Address
/2
$6,500 Per Month
- 3 Beds
- 2 Baths
- House for Rent
31226 Hollerich Dr Unit 1, Big Pine Key, FL 33043

Exceptional waterfront rental opportunity available yearly or seasonally (minimum 28-day rental). This beautifully maintained 3-bedroom, 2-bath villa is located in the heart of Big Pine Key and offers direct water access with a private dock, making it ideal for boating, fishing, kayaking, and enjoying the Florida Keys lifestyle.Relax on the waterfront and take in the spectacular sunset views

Lizzie Armas The Opulence Group Brokerage

31226 Hollerich Dr Unit 1, Big Pine Key, FL 33043
/13
$5,000 Per Month
- 2 Beds
- 2.5 Baths
- 1,080 Sq Ft
- Townhouse for Rent
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

28513 Channel View Dr, Little Torch Key, FL 33042
/47
$11,500 Per Month
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
- House for Rent
28577 Peg Leg Rd, Summerland Key, FL 33042

Make the most of winter in the Florida Keys from this fully furnished waterfront retreat on Little Torch Key. Whether you're planning a seasonal stay, considering a move to the Keys, or looking for a comfortable home base while searching for a property of your own, this 3-bedroom, 2-bath home offers an easy way to settle in and experience island living.Located on the Atlantic side in

Micaela Eleicegui Ocean Sotheby's International Realty

28577 Peg Leg Rd, Summerland Key, FL 33042
/37
$5,000 Per Month
- 3 Beds
- 3 Baths
- 1,654 Sq Ft
- House for Rent
31490 Avenue F, Big Pine Key, FL 33043

Brand-New Waterfront Home in the Florida KeysDiscover the ultimate Florida Keys lifestyle in this stunning brand-new construction, perfectly designed for those who love boating, waterfront living, and the beauty of the Gulf. This exceptional property features 3 spacious bedrooms, 2.5 bathrooms, and a private boat dock, providing direct access to the Gulf for unforgettable days on the water.The

Armando Dominguez Lambert SEI Brokers Corporation

31490 Avenue F, Big Pine Key, FL 33043
/12
$3,300 Per Month
- 3 Beds
- 2 Baths
- House for Rent
21076 Hamilton Ave, Summerland Key, FL 33042

Enjoy the Florida Keys lifestyle in this spacious 3 bedroom, 2 bath waterfront duplex located in the desirable Cudjoe Gardens community. Step outside and enjoy water views. The property is conveniently located just seconds from the local marina. Please note that this is a duplex, so there are some shared outdoor/common areas while still offering your own private living space. Property Features: 3

Halley Haack Coldwell Banker Schmitt RE Co.

21076 Hamilton Ave, Summerland Key, FL 33042
/16
$4,800 Per Month
- 2 Beds
- 2 Baths
- 1,079 Sq Ft
- House for Rent
53 Barry Ave, Summerland Key, FL 33042

This is a 2 story furnished or unfurnished single family house with a private pool, fenced in yard, screened patio, 2 bedrooms, 2 bathrooms with showers, stainless steel appliances, hurricane windows, washer and dryer, tile and wood floors. You are also able to use the amenities at our property next door such as 24 hour community gym and sauna. marina with boat ramp, outdoor games, bbq, kayaks

Joseph Danieli AKT Realty LLC

53 Barry Ave, Summerland Key, FL 33042
/49
$5,800 Per Month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
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

3770 Park Ave, Big Pine Key, FL 33043
/12
$3,600 Per Month
- 3 Beds
- 2 Baths
- House for Rent
21074 Hamilton Ave, Cudjoe Key, FL 33042

Enjoy the Florida Keys lifestyle in this spacious 3 bedroom, 2 bath waterfront duplex located in the desirable Cudjoe Gardens community. Step outside and enjoy dock space with direct boating access, making it easy to spend your days on the water. The property is conveniently located just seconds from the local marina.Please note that this is a duplex, so there are some shared

Halley Haack Coldwell Banker Schmitt RE Co.

21074 Hamilton Ave, Cudjoe Key, FL 33042
/19
$11,600 Per Month
- 5 Beds
- 3 Baths
- 2,528 Sq Ft
- House for Rent
142 Sawyer Dr, Summerland Key, FL 33042

Welcome to Paradise!Enjoy this beautiful 5-bedroom, 3-bathroom waterfront rental featuring 120 feet of private dockage--perfect for boating enthusiasts and families alike. Shore power would be an additional charge.This fully furnished home is move-in ready and offers everything you need for a comfortable and relaxing stay. Whether you're planning a vacation getaway or an extended

Tracey Petrusha Venture Realty Group

142 Sawyer Dr, Summerland Key, FL 33042

Florida Monroe County

Why Live in Summerland Key

Summerland Key delivers the quintessential Florida Keys lifestyle with a quieter, more laidback feel than nearby Key West, located about 25 miles away. This secluded Lower Keys community is known for its waterfront homes, deepwater canals and effortless access to boating, fishing and other nautical adventures. A private residential airport and Mote Marine Laboratory’s International Center for Coral Reef Research & Restoration add to its distinct character and local employment base. Homes are concentrated on the south side of the community, where many of the multi-level properties feature docks, boat lifts and pools. Tree-lined streets and lush tropical landscaping enhance curb appeal. Exclusive enclaves like Seven Palms Cove highlight the area’s appeal for high-end buyers and investors. With a median age of 58 and homeownership above 80%, Summerland Key attracts full-time residents as well as second-home owners. Outdoor recreation is central to life here, from boating and snorkeling to offshore and flats fishing. Nearby Bahia Honda State Park offers beaches and camping. Casual restaurants and a local seafood market complete the relaxed island lifestyle.

Learn more about living in Summerland Key

Frequently Asked Questions

How much does it cost to rent a home in Summerland Key, FL?

The median rent for a home in Summerland Key, FL is $7,500 per month, though prices vary by neighborhood, size, and property type. As of September 2026, townhouses tend to be the most affordable option while single-family homes are currently more expensive.

How much do you need to make to afford rent in Summerland Key, FL?

To comfortably afford the median rent in Summerland Key, FL, a household needs to earn roughly $300,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $7,500 per month in Summerland Key, FL, renters typically need to show $22,500 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.

Is it more affordable to rent or buy in Summerland Key, FL?

In Summerland Key, FL, the price-to-rent ratio is 12.2, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

What neighborhoods in Summerland Key, FL are best for renting a home?

The best neighborhood for renting in Summerland Key, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include New Town and Mid Town, each with its own character and price range.

Rental Trends in Summerland Key, FL

There are currently 34 homes available for rent in Summerland Key, FL. The median rent is $7,500 per month, with single-family homes renting at $7,500 and townhouses at $3,600.

Rental Home Trends

Number of Homes for Rent 34	Median Rent $7,500
Median Single Family Home Rent $7,500	Median Townhouse Rent $3,600

How to Rent a Home

Rentals in Summerland Key

Homes for Rent by Bedrooms in Summerland Key

More About Living in Summerland Key

Homes by Amenity in Summerland Key

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