21

Summerland Key, FL Homes for Rent with Water View

Section Image Section Image
  • /70

    $12,500 Per Month

    • 4 Beds
    • 4 Baths
    • 2,952 Sq Ft
    • House for Rent

    21640 Overseas Hwy, Summerland Key, FL 33042

    Waterfront Paradise in Cudjoe KeyWelcome to 21640 Overseas Highway, Cudjoe Key, FL 33042--a spectacular 4-bedroom, 4-bathroom waterfront sanctuary offering panoramic open-water views and the ultimate Florida Keys lifestyle.Inside, the home features a beautifully updated kitchen with modern finishes, spacious living areas designed for comfort and entertaining, and a huge master suite overlooking

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    21640 Overseas Hwy, Summerland Key, FL 33042
  • /27

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • House for Rent

    133 Indies Rd, Summerland Key, FL 33042

    Unfurnished or furnished single story ocean access home in Breezeswept Beach Estates. Pets allowed! Close to Military Bases like Naval Air Station Key West & USCG Sector Key West. This home is so cozy that you will never want to leave. Experience the star filled sky’s and quiet nights that will provide some of the best rest you will ever get. This home has a gourmet kitchen, including seating for

    Harold Viera Global Luxury Realty LLC

    133 Indies Rd, 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 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 home offers the

    Lisa Guirguis Genesis Realty Team

    280 Airport Dr S, Summerland Key, FL 33042
  • /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
  • /12

    $6,500 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    32126 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

    Annie Mora Tellado The Opulence Group Brokerage

    32126 Hollerich Dr Unit 1, Big Pine Key, FL 33043
  • /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
  • /16

    $4,750 Per Month

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • House for Rent

    22961 John Avery Ln, Summerland Key, FL 33042

    Currently unavailabe for showing until Aug 2nd. Florida Keys Boater's pardise now available for rent! 2 bedrooms 2 bathrooms with direct ocean access, boat slift, double jetski lifts, RV hook up, shore power, fish cleaning station. Just Bring your toys! One year lease minimun. Available starting Aug, 2027. This beautiful home is also available for sale. Call listing agent for questions.

    Rayden Vega Casa Miami Real Estate

    22961 John Avery Ln, Summerland Key, FL 33042
  • /19

    $4,500 Per Month

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft
    • House for Rent

    27346 Martinique Ln, Summerland Key, FL 33042

    Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 2-bedroom, 1-bathroom waterfront home is a true island escape. Where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine under the stars, and feel the

    Alicia Rufino Island Living Realty, LLC

    27346 Martinique Ln, Summerland Key, FL 33042
  • /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
  • /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

    Unlisted Address
  • /13

    $6,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • House for Rent

    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 is less than a mile 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 .SLEEPS 8 PRICE WILL CHANGE NOV.1ST Call Andrea for bookings

    1540 Lantana Ln, Big Pine Key, FL 33043
  • /24

    $3,600 Per Month

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • House for Rent

    30968 Baileys Ln, Big Pine Key, FL 33043

    Long Term Rental on Big Pine Key. Waterfront with 10,000 lb Boat Lift. 2 bedrooms/ 1 bathroom. Close to restaurants and Winn Dixie Shopping Plaza. Peaceful with lots of outdoor space. 7500 sq ft lot. Available to show.

    Joyce Craul Expert Realty LLC (HQ)

    30968 Baileys Ln, Big Pine Key, FL 33043
  • /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
  • /13

    $6,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft
    • House for Rent

    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 is less than a mile 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 .SLEEPS 8 PRICE WILL CHANGE NOV.1ST Call Andrea for bookings

    Andrea Lennon Vylla Home

    1540 Lantana Ln, Big Pine Key, FL 33043

Rental Home Trends

Number of Homes for Rent
21
Median Rent
$4,750
Median Single Family Home Rent
$4,750
How to Rent a Home