Family-friendly holiday rentals in Punta Rassa

4.98 out of 5 average rating, 245 reviews

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

Guesthouse in Iona

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

FamilyIndoor spacesView

4.99 out of 5 average rating, 265 reviews

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Pelican

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

FamilyKitchenBarbecue

4.95 out of 5 average rating, 121 reviews

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Condo in Sanibel

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

KitchenIndoor spacesLaundry

A private heated saltwater pool and hot tub are enclosed within a screened patio, featuring a stone coping. A glass of beer rests on the ledge beside the pool. Lush greenery and palm trees are visible in the background, complemented by a clear blue sky.

5.0 out of 5 average rating, 35 reviews

Sanibel Causeway-New Villa Pool

Welcome to your dream vacation home! This stunning, brand-new villa is the perfect retreat for families, groups, or couples seeking luxury, comfort, and convenience. Located in a quiet cul-de-sac just minutes from Sanibel Island’s world-famous beaches, this property offers a private heated saltwater pool, hot tub, and modern amenities designed to make your stay unforgettable. Baby pool barrier for families traveling with small children. Bring your boat or jet skis. Public boat slips nearby.

FamilyKitchenParking

The living room features a spacious sectional sofa adorned with blue accent pillows. Natural light enters through multiple windows, enhancing the neutral tones of the walls. A modern glass table sits in front, complemented by a decorative plant and a large flat-screen TV mounted on the wall.

4.86 out of 5 average rating, 364 reviews

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Almost Sanibel is in a Peaceful/Quite neighborhood. Bunche Beach 2 miles, Sanibel Island 4 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. It is a 2 bedroom with 2 King beds, 1 full bathroom & shower with large living room, kitchen & Lanie. Perfect for family or 2 couples! • 1/2 mile to Restaurants and Shopping • FREE High-Speed Wi-Fi and Cable-TV

KitchenFamilyLong stay

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.

4.91 out of 5 average rating, 135 reviews

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

KitchenIndoor spacesWalkability

4.95 out of 5 average rating, 405 reviews

Home in Fort Myers

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

FamilyKitchenBackyard

5.0 out of 5 average rating, 9 reviews

The kitchen features modern appliances, including a stainless steel refrigerator and microwave. White cabinetry is complemented by a blue accent on the lower cabinets. A bright countertop extends across the space, while soft lighting enhances the airy atmosphere. A colorful mat lies on the floor.

Apartment in Iona

Lovely condo, sweet spot by the sea.

Welcome to our beautifully renovated condo.Sweet spot by the sea, minutes to your beach of choice. Ride your bike to Sanibel Island. Fort Myers Beach to the left, Sanibel to the right, or a quick jaunt to Bunche Beach Preserve. The community offers a community pool, shuffleboard and tennis courts. Great Restaurants close by; The Lighthouse Restaurant or Bimini Bait Shack with live entertainment & sunset views over the Port Sanibel Marina. Pets not allowed.

Indoor spacesCheck-inBeach

4.89 out of 5 average rating, 143 reviews

Townhouse in Iona

Paradise at Hidden Palms Cove

This is a beautiful home located in a luxury townhouse community in a great location, close to Sanibel Island and within easy driving distance of Fort Myers beach. With 2 good size bedrooms and all the amenities of a home, it is ideal for families, groups of friends, couples and even furry friends. There is also a community pool for guest use and we provide beach towels, beach chairs, a beach umbrella and beach toys for lazy days on the beaches.

Indoor spacesKitchenLong stay

4.97 out of 5 average rating, 327 reviews

A screened-in lanai features a tranquil heated pool with a spa, surrounded by paver stones. The sunset reflects on the water, providing a picturesque backdrop. Palms sway gently in the breeze, enhancing the serene setting suitable for relaxation and enjoyment.

Home in Cape Coral

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach . This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Indoor spacesFamilyAir conditioning

4.98 out of 5 average rating, 41 reviews

A scenic balcony view showcases a sunset over the water, framed by wooden railings. Two wooden chairs are positioned on the tiled floor, inviting relaxation while overlooking the vibrant sky filled with oranges and purples, creating a tranquil outdoor setting.

Apartment in Punta Rassa

Amazing View of Sanibel Harbour

This charming 2nd-floor condo in Sanibel Harbour offers a relaxing retreat with easy parking and elevator access. Enjoy a private beach, swimming pool, and hot tub just steps from your door. Explore nearby attractions like Sanibel Island Lighthouse, J.N. “Ding” Darling Wildlife Refuge, and kayak tours. Located near the Sanibel Causeway with shops and dining, it’s the perfect base for your Sanibel getaway. Book today and start making memories!

FamilyIndoor spacesDecor

The screened-in pool area features a sparkling swimming pool surrounded by a spacious deck. Natural light filters through the mesh enclosure, reflecting off the water. Outdoor seating is provided by a small table and chairs, with trees framing the serene backdrop.

4.92 out of 5 average rating, 156 reviews

Waterfront Pool Home. Minutes to Sanibel & Beaches

Where prime location meets tropical paradise. Welcome to your very own lakefront, poolside oasis, less than 10 minutes from the beach! Close to Sanibel Island, Fort Myers Beach & Bunche Beach, as well as local shopping, amazing restaurants, fun nightlife in Downtown Fort Myers and the winter homes of Thomas Edison & Henry Ford. Fully renovated throughout. The perfect destination for a family or friends vacation!

Indoor spacesKitchenBarbecue

Popular amenities for Punta Rassa family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 117 reviews

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

Paradise on canal minutes to Ft Myers Beach/Gulf

KitchenFamilyTV

5.0 out of 5 average rating, 104 reviews

An inviting screened-in patio features a large heated swimming pool surrounded by lounge chairs. Sculptures adorn the sides of the pool, and lush greenery is visible through the expansive windows, offering tranquil views of the outdoors and tranquil ambiance.

Home in Cape Coral

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

KitchenFamilyLayout

4.82 out of 5 average rating, 22 reviews

A spacious living area is highlighted by vibrant blue seating adorned with decorative pillows. A white coffee table sits in the center, accompanied by a floral arrangement. A light fixture hangs above, and a doorway leads to the kitchen area, visible in the background.

Apartment in Punta Rassa

Harbour Tower 414 Gorgeous Waterfront Residence

Indoor spacesKitchenComfort

4.98 out of 5 average rating, 56 reviews

Condo in Sanibel

Gulf-front Penthouse, Lighthouse Sunrises

KitchenIndoor spacesView

4.94 out of 5 average rating, 18 reviews

Beach Volleyball + Hot Tub | Private Family Oasis

Indoor spacesKitchenGetting around

5.0 out of 5 average rating, 4 reviews

Home in Pelican

Sunset Canal House - Pool, Spa & Private Dock

KitchenIndoor spacesCleanliness

5.0 out of 5 average rating, 5 reviews

Lanai Pool Home w/ Spillover Spa Near Beaches

KitchenFamilyBathroom

5.0 out of 5 average rating, 20 reviews

An open-concept living area showcases a seafoam-green sofa, complemented by a light wood coffee table. A stylish kitchen with stainless steel appliances is visible, along with a kitchen island that has barstools. Natural light flows through the window, enhancing the cozy ambiance.

Tiny home in Iona

Coastal Tiny Home • Resort Pool • Near Beaches

KitchenIndoor spacesOutdoor spaces

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 255 reviews

The Beachy Retreat

Indoor spacesKitchenBiking

4.96 out of 5 average rating, 109 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

FamilyIndoor spacesBiking

4.94 out of 5 average rating, 163 reviews

The outdoor area showcases a large pool surrounded by stone patio flooring. Comfortable lounge chairs are positioned beside the pool. Lush greenery and palm trees frame the space, contributing to a private and tranquil setting.

Home in Fort Myers

Paradise on Estero Bay

KitchenIndoor spacesValue

An aerial view showcases a spacious home surrounded by lush greenery. A screened patio and a pool are visible, offering a relaxing outdoor space. Nearby, a converted barn is present, and trees frame the property, contributing to a serene neighborhood atmosphere.

4.81 out of 5 average rating, 109 reviews

Candle Lake House 3BD/3BH/ Pool, Lake View.

Indoor spacesFamilyOutdoor spaces

A spacious living area is displayed with light-colored laminate flooring and neutral-toned furnishings. Two soft blue armchairs and a matching sofa are positioned around a coffee table. A ceiling fan and wall-mounted television enhance comfort. A bar table with stools is visible in the background.

4.95 out of 5 average rating, 252 reviews

So Beachy! EV/Pet friendly- free early check-in!

KitchenIndoor spacesAccuracy

4.89 out of 5 average rating, 87 reviews

Kid-friendly beachy house off Sanibel & FM Beach

FamilyIndoor spacesBeach

4.98 out of 5 average rating, 50 reviews

Cottage in Iona

Offshore Oasis Cottage

Indoor spacesFamilyDecor

4.96 out of 5 average rating, 26 reviews

Townhouse in Iona

Tropical Retreat•5 ml to Sanibel or Ft Myers Beach

FamilyNearbyAccuracy

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 16 reviews

Villa in Iona

Bonaire Grand Luxury Villa

KitchenIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 36 reviews

Lakefront: Heated Pool, Minutes From Sanibel 10PPL

Indoor spacesFamilyCheck-in

5.0 out of 5 average rating, 57 reviews

A screened lanai features comfortable wicker seating with light blue cushions and a central table, offering an inviting space for relaxation. Large windows showcase breathtaking views of the scenic surroundings, while a ceiling fan adds a cooling touch to the atmosphere.

Condo in Pelican

Stunning Views Penthouse-Waterview King Suite Golf

FamilyKitchenBiking

4.67 out of 5 average rating, 3 reviews

Home in Fort Myers

Luxury Riverfront Estate & Pool

KitchenHospitalityCleanliness

5.0 out of 5 average rating, 7 reviews

Townhouse in Sanibel

Gulf-Front Water Views: Garage + Beach Gear

KitchenFamilySleep quality

5.0 out of 5 average rating, 5 reviews

Home in Cape Coral

On the water

FamilyIndoor spacesDecor

An expansive area is featured with a shimmering saltwater pool, surrounded by a screened-in enclosure. Lounge chairs are positioned along the poolside, and a well-lit outdoor seating area is visible in the background under a warm evening sky.

4.99 out of 5 average rating, 68 reviews

Waterview! 5 bdrms! 10 minutes to Fort Myers Beach

FamilyKitchenAccess