Family-friendly holiday rentals in Punta Rassa

4.98 out of 5 average rating, 246 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!

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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.

4.99 out of 5 average rating, 265 reviews

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!

Indoor spacesFamilyCheck-in

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.

FamilyIndoor spacesAccess

4.88 out of 5 average rating, 16 reviews

Villa in Iona

Bonaire Grand Luxury Villa

Experience a 5 star Luxury experience at the Bonaire Grand Villa. The villa was designed as a vacation rental with high end finishes and the ultimate guest experience in mind. The location is perfectly situated in an upscale riverside hamlet, 10 minutes from Fort Myers Beach and Sanibel Island with downtown Fort Myers 15 minutes away. The 5 bedrooms and 3 bathrooms provide ample space for a large group to enjoy. The heated pool and 3 balconies that over look scenic views do not disappoint.

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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, 365 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

FamilyKitchenSleep quality

4.95 out of 5 average rating, 405 reviews

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.

FamilyIndoor spacesLong stay

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 spacesGetting aroundBeach

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.

KitchenIndoor spacesView

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 spacesFamilyCondition

4.88 out of 5 average rating, 256 reviews

The Beachy Retreat

Welcome to Your Southwest Florida Getaway! Escape to your own private Florida retreat! Our home offers a comfortable, stylish space in a fantastic location- perfect for families, couples, or friends looking to relax and enjoy all that Southwest Florida has to offer. Located just a short drive from the beautiful beaches of Sanibel Island , Bunche Beach and Fort Myers Beach, you’ll also be close to wonderful restaurants, shopping, and

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 42 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!

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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, 157 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!

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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

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

KitchenFamilyCleanliness

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

KitchenFamilyOutdoor spaces

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, 136 reviews

Experience of a lifetime

FamilyKitchenCheckout

4.94 out of 5 average rating, 35 reviews

Condo in Punta Rassa

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

FamilyKitchenAmenities

5.0 out of 5 average rating, 6 reviews

Condo in Punta Rassa

Sanibel Harbour Resort - 135: Steps from beach

FamilyAccuracyView

5.0 out of 5 average rating, 5 reviews

Lanai Pool Home w/ Spillover Spa Near Beaches

KitchenFamilyAir conditioning

5.0 out of 5 average rating, 22 reviews

NEW!Pelican Paradise Retreat - Gulf Access

Indoor spacesFamilyAmenities

5.0 out of 5 average rating, 13 reviews

Home in Captiva

NEW! Beachfront!3BR Suites Sustainable Home+Dock

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Family- and pet-friendly home rentals

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.

4.94 out of 5 average rating, 163 reviews

Paradise on Estero Bay

FamilyIndoor spacesCheckout

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.

FamilyKitchenLocation

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!

KitchenFamilyLocation

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 spacesBackyard

An outdoor heated pool is enclosed within a screened patio, featuring a spacious deck with lounge chairs. Lush greenery surrounds the area, and sunlight fills the space, creating an inviting atmosphere for relaxation. The pool's clear water reflects the bright blue sky above.

4.96 out of 5 average rating, 146 reviews

McGregor’s Gem• Heated Pool 3BR/2BA River District

Indoor spacesFamilyQuiet

4.98 out of 5 average rating, 50 reviews

Cottage in Iona

Offshore Oasis Cottage

Indoor spacesFamilyBiking

4.89 out of 5 average rating, 87 reviews

Kid-friendly beachy house off Sanibel & FM Beach

Indoor spacesKitchenCleanliness

4.96 out of 5 average rating, 24 reviews

Renovated 4/4 with Fishing, Pool, Boating, Beach

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Family-friendly home rentals with a pool

5.0 out of 5 average rating, 8 reviews

Stunning Riverfront Pool Home, 2 Primary Ensuites!

Indoor spacesBeachCondition

5.0 out of 5 average rating, 26 reviews

Apartment in Sanibel

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

Indoor spacesKitchenCondition

4.67 out of 5 average rating, 3 reviews

Luxury Riverfront Estate & Pool

KitchenHospitalityAccess

5.0 out of 5 average rating, 4 reviews

Sunset Canal House - Pool, Spa & Private Dock

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5.0 out of 5 average rating, 7 reviews

Townhouse in Sanibel

Gulf-Front Water Views: Garage + Beach Gear

KitchenFamilyBiking

5.0 out of 5 average rating, 36 reviews

Lakefront: Heated Pool, Minutes From Sanibel 10PPL

FamilyIndoor spacesNearby

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

Indoor spacesFamilyAccess