Family-friendly holiday rentals in Punta Rassa

4.98 out of 5 average rating, 243 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!

KitchenFamilyHospitality

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.

Indoor spacesFamilyBiking

4.99 out of 5 average rating, 264 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!

FamilyKitchenBackyard

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.

FamilyKitchenNearby

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

KitchenFamilyDecor

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 spacesParks

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.

KitchenFamilyCheckout

4.97 out of 5 average rating, 326 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 spacesFamilyAmenities

4.88 out of 5 average rating, 255 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

Indoor spacesKitchenBeach

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!

KitchenFamilyHospitality

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!

FamilyIndoor spacesLocation

4.83 out of 5 average rating, 6 reviews

Condo in Punta Rassa

Sanibel Harbour Resort 514 - Gorgeous Sunset Views

There is a little something for everyone at this world-famous resort and spa. Royal Shell Vacations guests receive complimentary access to the condominium pool, harbor beach and public restaurant. For an additional fee, guests can purchase a weekly spa facility membership which gives access to the fitness facility, sauna, steam room, indoor pool, whirlpool, tennis courts and daily fitness classes.

KitchenFamilyView

Popular amenities for Punta Rassa family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.93 out of 5 average rating, 134 reviews

Experience of a lifetime

KitchenIndoor spacesAmenities

4.99 out of 5 average rating, 116 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

Indoor spacesKitchenGetting around

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

KitchenIndoor spacesWalkability

5.0 out of 5 average rating, 17 reviews

Beach Volleyball + Hot Tub | Private Family Oasis

FamilyIndoor spacesBarbecue

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

FamilyIndoor spacesLocation

5.0 out of 5 average rating, 5 reviews

Lanai Pool Home w/ Spillover Spa Near Beaches

Indoor spacesFamilyAir conditioning

4.98 out of 5 average rating, 56 reviews

Condo in Sanibel

Gulf-front penthouse, lighthouse sunrises

KitchenIndoor spacesLong stay

A cozy living area contains a comfortable beige sofa and a black reclining chair. A white coffee table is situated in front of the sofa. Natural light filters through the window curtains, illuminating the space. A ceiling fan and wall-mounted TV enhance the inviting atmosphere.

5.0 out of 5 average rating, 36 reviews

Impulse 25 Beach Cottage

KitchenFamilySleep quality

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

KitchenFamilyView

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 spacesKitchenBathroom

4.99 out of 5 average rating, 142 reviews

A spacious gazebo is shown framing a hot tub, with surrounding patio space visible. The backdrop includes a well-maintained lawn and a second gazebo, providing an inviting outdoor atmosphere. Soft lighting is featured, adding to the serene setting.

Home in Cape Coral

KitchenFamilyGetting around

4.96 out of 5 average rating, 26 reviews

Townhouse in Iona

Tropical Retreat•5 ml to Sanibel or Ft Myers Beach

FamilySleep qualityAmenities

4.98 out of 5 average rating, 50 reviews

Cottage in Iona

Offshore Oasis Cottage

Indoor spacesFamilyCondition

4.96 out of 5 average rating, 25 reviews

Mini Golf • Heated Pool • Near Beach Prime

KitchenIndoor spacesPool

4.89 out of 5 average rating, 84 reviews

Kid-friendly beachy house off Sanibel & FM Beach

KitchenFamilyValue

4.94 out of 5 average rating, 35 reviews

Casa Captiva Heated Pool/GameZone/Theater/Beaches

Indoor spacesFamilyCondition

Family-friendly home rentals with a pool

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.

Indoor spacesCleanlinessGetting around

4.87 out of 5 average rating, 15 reviews

Villa in Iona

Bonaire Grand Luxury Villa

KitchenIndoor spacesPool

5.0 out of 5 average rating, 36 reviews

Lakefront: Heated Pool, Minutes From Sanibel 10PPL

KitchenIndoor spacesCondition

4.91 out of 5 average rating, 32 reviews

Palm Breeze | 10 PPL | Pool | Games|BBQ & Fire Pit

FamilyIndoor spacesBathroom

5.0 out of 5 average rating, 26 reviews

Apartment in Sanibel

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

KitchenFamilyBiking

5.0 out of 5 average rating, 8 reviews

Condo in Sanibel

354 Gulf Water Views + CoolCabana +Beach Items

FamilyKitchenComfort

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

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