Family-friendly holiday rentals in Matlacha

4.9 out of 5 average rating, 176 reviews

The view from the dock features calm waters reflecting sunlight, with a backdrop of palm trees and charming homes lining the canal. Wooden posts mark the dock, while boats are visible along the shore, enhancing the peaceful coastal atmosphere.

Cottage in Matlacha

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

KitchenIndoor spacesLong stay

5 out of 5 average rating, 14 reviews

Waterfront Matlacha views! 2/2 Heated Pool Home

Experience old Florida island living at this incredible waterfront cottage home on Matlacha Island featuring massive waterfront views, a huge private heated pool, an authentic Seminole Indian Cheekee hut, and your own private boat ramp. This is not just a canal cottage it’s a full waterfront lifestyle property designed for relaxation & entertaining with unforgettable views & memories! This "turnkey-furnished" 2-bedroom, 2-bath retreat blends comfort with classic Florida Keys island character.

FamilyCheck-inCleanliness

4.91 out of 5 average rating, 44 reviews

Paradise Pool Waterfront Kayak bike fish from dock

New POOL, waterfront gulf access. Upstairs unit 2 bedrooms 1 full bath kitchen washer/dryer. Sleeps 6 all pillow top beds 1 king 1 queen and 1 queen memory foam pull out pack/ play crib. In the heart of Matlacha walking distance to town. Bring your boat and dock it in the property. Jump in the pool after a hot day, use kayaks, canoe, bikes, fishing rods. Direct TV sports package, high-speed internet. Boat Ramp less than half mile. Guest favorite air conditioning enclosed lanai with table sits

Indoor spacesKitchenView

A waterfront home elevated on stilts is shown, featuring a light-colored exterior and solar panels on the roof. Surrounding palm trees and shrubs enhance the outdoor space. A wooden boat dock extends into the water, providing access for boating activities.

4.95 out of 5 average rating, 82 reviews

Key West Style Home w/ Hot Tub & Boat Lift

KEY WEST style stilted waterfront home in the heart of Matlacha! Visit all there is offer - walking distance to Blue Dog and Perfect Cup. Take a boat ride to Cabbage Key, Cayo Costa or Boca Grande! Upstairs and downstairs are screened in. The second floor is peaceful and tranquil overlooking the water and treetops. Home is a 2 bedroom, 2 bathroom, with additional bonus space with trundle bed. Home is perfect for boaters with double driveway, complimentary boat lift and cleaning station.

Indoor spacesFamilyBathroom

Guest suite in Burnt Store

A spacious pool area is viewed with a clear turquoise pool reflecting sunlight. Five lounge chairs are positioned around the pool, with a wooden dock extending towards the water. Lush greenery and potted plants add a natural touch to the surroundings.

4.85 out of 5 average rating, 391 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

KitchenIndoor spacesQuiet

Superhost

4.71 out of 5 average rating, 17 reviews

Relaxing waterfront retreat with pool

This colorful island getaway combines laid-back coastal living with beautiful water views and easy access to Pine Island’s best restaurants and attractions.The main home comfortably sleeps up to 6 guests and features bright coastal décor, comfortable living spaces, and everything needed for a relaxing stay.Attached to the home is a private efficiency suite that sleeps an additional 2 guests,(for additional cost) making it perfect for larger families or couples traveling together.

Indoor spacesFamilyHospitality

5 out of 5 average rating, 21 reviews

Canal Front Home Heated Pool Private Dock

Escape to this peaceful canal front home in Matlacha Isles, where you can relax in your private heated pool and screened lanai, fish from your private dock, and kayak through scenic waterways. Watch for dolphins and manatees, enjoy beautiful waterfront sunsets, and explore nearby restaurants, shops, and beaches. Comfortable, clean, and thoughtfully equipped, this waterfront retreat is the perfect place to relax, reconnect, and experience the laid back charm of Old Florida.

Indoor spacesKitchenComfort

5 out of 5 average rating, 34 reviews

Boater’s Paradise: No-Bridge Gulf Access & Pool

⚓ Direct Gulf Access (No Bridges): Cruise to open water! 🏊‍♂️ FREE Heated Pool: Waterfront views, zero daily heating fees. 🛏️ Group Oasis: 4BR | 3BA | 7 Beds (Sleeps 13 comfortably). 🎣 Outdoor Living: Fish from your dock, BBQ & spectacular sunsets! 🐾 Pets Welcome & Fast Wi-Fi! 🚙 Massive Parking: Room for boat trailers! 📍 Location: Heart of Matlacha, minutes to Cape Coral. ⚡ Prime season dates book fast. Lock in your direct water access and reserve your dates today.

Indoor spacesFamilyCheck-in

5 out of 5 average rating, 11 reviews

Waterfront/ 2 king beds/ pool/ boat lift

Take it easy at this unique and tranquil getaway. This is the perfect place to vacation, relax, and/or work from home. You will enjoy watching dolphins, manatees and native birds while drinking coffee from the Lanai. Minutes from open water to beautiful beaches and incredible fishing. Newly renovated, waiting for you! Master has a king bed, second bedroom has a day bed that converts into a king size bed. Boat lift available at request.

FamilyConditionCleanliness

4.96 out of 5 average rating, 105 reviews

A tranquil waterway is depicted with a wooden dock extending into the calm water. Lush green grass runs along the edge, complemented by blooming hibiscus flowers. Nearby houses can be seen in the background, framed by palm trees under a clear blue sky.

Home in St. James City

2 Bedroom Island Oasis Getaway

Hi to all of our past & future guests. Our home is such a great place to stay, we are just steps from the water, fishing & the beautiful sunsets. We have space for your boat or you can rent one locally. Completely remodeled home as of March 2022, there is a master bedroom and a 2nd bedroom along with a large bathroom. Guest will have access to the entire house including the lanai, patio, boat dock, boat ramp and parking.

FamilyKitchenOutdoor spaces

4.77 out of 5 average rating, 114 reviews

Apartment in Matlacha

Redfish Room in Matlacha

Book now and save: mega discounted prices for your next vacation! The “Redfish Room” studio is located in a 5-unit waterfront house on open water. It offers a cozy atmosphere in an open-plan living and sleeping area with a fully equipped kitchen, as well as a private bathroom with a shower. The absolute highlight is the enclosed veranda with a beautiful water view – the perfect place to relax and unwind.

FamilyKitchenBeach

5 out of 5 average rating, 51 reviews

Matlacha Hideaway. Renovated in 2025. Heated pool!

Completely renovated waterfront mid-century modern home with a rare full size and salt water pool in Matlacha. This spacious and stylish home is less than a ten minute walk from the main road with restaurants and shopping. Brand new landscaping, patio, dock and boat lift to help make your time on island memorable.

KitchenIndoor spacesAir conditioning

Popular amenities for Matlacha family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 21 reviews

An outdoor area features a sparkling pool alongside a relaxing jacuzzi, both enclosed within a screened lanai. Comfortable seating is arranged in a lounge area, and a set of wooden chairs is positioned near a small table, surrounded by lush greenery and natural light.

Home in Saint James City

Salt Life Serenity

Indoor spacesFamilyBathroom

4.87 out of 5 average rating, 107 reviews

Cottage in Captiva

Coral Cottage hidden in Palms short walk to Beach

Indoor spacesKitchenView

4.98 out of 5 average rating, 144 reviews

The outdoor space features a private heated pool and spa, framed by a wooden privacy fence. Two lounge chairs are positioned beside the water, and a large umbrella provides shade. Tropical palm trees are visible in the background, creating a serene ambiance.

Villa in Cape Coral

Waterfront Luxury: Heated Pool, Jacuzzi, Gym, Game

KitchenIndoor spacesBackyard

4.97 out of 5 average rating, 134 reviews

An outdoor dining area features a wooden table surrounded by several chairs, set against a backdrop of a vibrant sunset. The pool and landscaped yard are visible through expansive glass panels, while ceiling fans provide a cooling breeze.

Villa in Cape Coral

Dream Villa with Private Pool/Spa

FamilyIndoor spacesBarbecue

A scenic view of the canal-side property showcasing a wooden dock with a boat lift, surrounded by lush tropical vegetation. Sun loungers are placed on a manicured lawn, and the house's screened-in porch is visible, highlighting the tranquil waterfront setting.

5 out of 5 average rating, 50 reviews

Waterfront Oasis with Boat Lift & Hot Tub

KitchenIndoor spacesView

A glass dining table with colorful chairs is positioned on a balcony, overlooking a calm canal. The sky is filled with hues of orange and pink, reflecting on the water's surface. Palm trees and waterfront homes are visible in the background, creating a tranquil setting.

5 out of 5 average rating, 61 reviews

The White Egret On Matlacha

KitchenIndoor spacesSleep quality

Superhost

The outdoor area features a heated pool surrounded by a spacious tile deck. A hot tub is integrated next to the pool, with several reclining lounge chairs nearby. A comfortable outdoor seating arrangement is visible, offering a relaxing space for gatherings.

4.84 out of 5 average rating, 140 reviews

Relaxing Cape Coral Pool Home + Hot Tub!

Indoor spacesFamilyBackyard

4.93 out of 5 average rating, 134 reviews

A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.

Home in Iona

Experience of a lifetime

Indoor spacesKitchenGetting around

Family- and pet-friendly home rentals

A charming coastal home is presented with a gravel driveway and lush greenery in the foreground. The exterior features light yellow walls and blue accents. A variety of palm trees and outdoor decor items enhance the inviting entrance that leads to the waterfront view beyond.

4.99 out of 5 average rating, 71 reviews

Fisherman's Cottage at Matlacha

FamilyIndoor spacesAmenities

A modern single-story home is showcased with a neatly manicured front yard, featuring a stone driveway. The house is complemented by a covered entryway with double doors and two garage doors. Clear skies and palm trees provide a tropical backdrop.

4.94 out of 5 average rating, 18 reviews

Pine Island paradise, reduced summer price.

FamilyKitchenPets

5 out of 5 average rating, 16 reviews

Quaint Matlacha Island Cottage

FamilyIndoor spacesCondition

5 out of 5 average rating, 13 reviews

Pet Friendly Island Magic in Matlacha

FamilyIndoor spacesWalkability

A wooden walkway is lined with rope along the canal, leading to a small dock. Colorful kayaks are secured nearby. A pastel pink structure is positioned to the left, complemented by wooden stairs that offer access to the entrance. Lush greenery is visible in the background.

4.87 out of 5 average rating, 23 reviews

Bed and Bay

KitchenIndoor spacesTV

The heated pool is enclosed by a white screened lanai, offering protection and visibility. Sunlight reflects off the water, creating a serene ambiance. The area features tile flooring and is surrounded by grass, providing space for relaxation and play.

4.95 out of 5 average rating, 60 reviews

Pet-Friendly Tropical Oasis

KitchenFamilyQuiet

A welcoming outdoor living space is presented, featuring two red armchairs with patterned cushions and a small teal table. Brightly colored walls enhance the lively atmosphere, while a patterned rug is laid on the floor. Decorative elements include potted plants and string lights overhead.

4.97 out of 5 average rating, 34 reviews

The Funky Flamingo

FamilyIndoor spacesBathroom

An outdoor pool area features a thatched-roof structure providing shade. A spacious swimming pool reflects sunlight, while a person enjoys a swim. Surrounding seating areas include lounge furniture and a dining area, all set against a backdrop of palm trees and greenery.

4.91 out of 5 average rating, 43 reviews

Boater’s Paradise in Bokeelia!

Indoor spacesFamilyLocation

Family-friendly home rentals with a pool

5 out of 5 average rating, 13 reviews

The Crab Trap

Indoor spacesKitchenBathroom

4.97 out of 5 average rating, 106 reviews

A screened lanai features a private pool bordered by tropical landscaping. Two lounge chairs with light blue cushions are positioned beside the pool, inviting relaxation. The clear sky is visible above, creating an open and airy atmosphere.

Villa in Burnt Store

Modern coastal 3 bedrooms with Pool.

Indoor spacesFamilyBackyard

4.92 out of 5 average rating, 12 reviews

Private Paradise on Pine Island

Indoor spacesFamilyBiking

4.9 out of 5 average rating, 21 reviews

A screened lanai frames a sparkling pool, reflecting the blue sky and water beyond. Lush greenery lines the pool area, enhancing the view of the calm river. The boat lift is visible, ready for water activities.

Holiday home in Matlacha

Nature Lover's Dream - Waterfront Living Matlacha

Indoor spacesKitchenAccuracy

4.99 out of 5 average rating, 145 reviews

A modern living area is highlighted by a spacious white sectional sofa, accented with a mustard yellow pillow. A glass coffee table sits atop a striped rug, while a charming yellow front door adds a pop of color. Decorative oars are mounted on the wall.

Cottage in Bokeelia

Romantic Getaway “Waterside” Dockage~Canal front

Indoor spacesKitchenOutdoor spaces

An infinity-edge heated pool is presented within a screened enclosure, surrounded by lush palm trees. Water views are visible beyond the pool area, reflecting the tranquil sunset sky. The pool deck features patterned tiles, creating a welcoming outdoor space for relaxation.

4.97 out of 5 average rating, 37 reviews

Indulgence - luxury waterfront Heated pool home

KitchenFamilyLocation

4.9 out of 5 average rating, 42 reviews

Villa in Burnt Store

Matlacha Villa- Heated Saltwater Pool

FamilyIndoor spacesBeach

An open-concept kitchen and living space are featured, with a spacious island that includes seating for four. Natural light fills the room through large windows. Light-colored cabinetry and tiled floors enhance the contemporary ambiance, while a welcoming decorative sign and fresh flowers add touches of warmth.