Family-friendly holiday rentals in Fort Myers Beach

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.

KitchenFamilyView

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!

KitchenFamilyLayout

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.

4.99 out of 5 average rating, 116 reviews

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Indoor spacesFamilyHot tub

A serene pool area is framed by palm trees, with crystal-clear water reflecting the blue sky. A safety railing surrounds the pool, while grassy areas extend beyond. The horizon showcases the Gulf waters in the background, providing a tranquil setting for relaxation.

5.0 out of 5 average rating, 68 reviews

Luxury Beachside House W/ Heated Pool & Elevator

261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

KitchenFamilyParking

The living area features a unique sky blue vaulted ceiling, complemented by light gray walls. A spacious gray sofa and a round glass coffee table are positioned around a patterned area rug. A modern kitchen bar with white stools is visible, alongside large windows framing natural light.

4.94 out of 5 average rating, 53 reviews

Beach Cottage w/ htd pool + The Beach is in sight!

Discover the serenity of The Beached Albatross, a quaint haven just a stone's throw from Fort Myers Beach and it's famous powdered sugar sand. Once you've had your fill of the beach, unwind by the year round heated pool. Inside, a serene sky blue ceiling complements cozy corners, perfect for a morning coffee or evening read. With it's inviting spaces and thoughtful amenities, this is your ideal retreat for creating memories by the ocean. Book your stay and dive into relaxation today!

FamilyIndoor spacesHospitality

An open concept living space features a chef's kitchen with high-end appliances and an island, complemented by a dining area. Natural light floods through large windows. Outdoor seating is available on the screened deck, overlooking a spacious pool area surrounded by tropical landscaping.

4.91 out of 5 average rating, 54 reviews

Fort Myers Beach | private pool | bikes | Arcade

Welcome to our 4 bedroom, 4 bathroom beach house in Fort Myers Beach, with a private pool and easy beach access via Delmar. 🌟Property Highlights🌟 🏝️Public beach access available on Delmar (3-4 min short walk) 🏝️Large Private Pool (Optional Pool Heat) 🏝️Large Pool Patio as a private oasis 🏝️4 Bedrooms / 4 Bathrooms (3 King / 4 Queen Beds) 🏝️Incredibly large Chef's Kitchen Settle in, spread out, and enjoy a relaxed coastal stay that’s made for families and groups.

Indoor spacesFamilyDecor

A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.

4.98 out of 5 average rating, 42 reviews

The Great Escape Beach House/ Pool/ Dock

Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

KitchenIndoor spacesNearby

4.98 out of 5 average rating, 111 reviews

Home in Bonita Beach

Luxury Home, Steps to the Sand! Pet Friendly!

Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!

Indoor spacesFamilyGetting around

A coastal home featuring a light blue exterior with a metal roof, surrounded by palm trees. The front yard is landscaped with greenery, and a paved driveway leads to a covered parking area beneath the house. Steps ascend to a front porch adorned with white railings.

5.0 out of 5 average rating, 35 reviews

Beach Bound + 2025 Build + Walk to town

Personally hosted by Paul & Alicia of Dancing Palms Vacations, a fresh coastal escape with all the essentials: a saltwater heated pool, fenced backyard, and spacious lanai for lounging or dining outdoors. The covered front porch frames bay views and catches Gulf breezes — perfect for slow mornings with coffee. After the beach (just a short walk away), fire up the Blackstone grill or wander to local restaurants and bars. (FMB permit/license 25-0052)

Indoor spacesKitchenDecor

4.92 out of 5 average rating, 12 reviews

102B Gulf Water Views + 2 Bikes + Beach Items

Gulf-front condo at Estero Beach & Tennis Club! This Serena & Lily–styled retreat sleeps 4 and offers stunning views, dolphin sightings, and unforgettable sunsets. Enjoy a fully equipped kitchen with a rare dishwasher, USB-C outlets, and premium amenities. Beach wagon, chairs, toys, fishing gear, and more are included with your stay. Relax by the pool or by the beach —no detail is missed in this exceptional coastal escape.

KitchenIndoor spacesGetting around

Villa in Fort Myers Beach

5.0 out of 5 average rating, 33 reviews

Luxury Waterfront Home • Pool • Dock • Near Beach

Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.

KitchenFamilyBeach

A single-level waterfront home is presented with a light green exterior and a blue garage door. Surrounding palm trees and landscaped gardens complement the modern architecture, showcasing a well-maintained lawn. The house overlooks a wide canal, emphasizing its coastal setting.

5.0 out of 5 average rating, 24 reviews

Waterfront Island Oasis w/Heated Pool & Boat Lift!

Come enjoy this waterfront coastal getaway. Equipped with an infinity edge pool, dock with a motorized boat lift, and outdoor dining/grill area. Enjoy your morning sunrise over the water on the widest canal on the island. The stylish interior is spacious with a mix of mid century modern and coastal flare. This is truly your home away from home. Rental License #24-0087

FamilyKitchenView

Popular amenities for Fort Myers Beach family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 191 reviews

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

KitchenFamilySleep quality

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

Indoor spacesFamilyLocation

A charming single-story retreat is surrounded by lush landscaping and palm trees. The exterior is painted in a soft blue hue, complemented by a metal roof. A spacious driveway leads to the entrance, offering a welcoming first impression.

4.96 out of 5 average rating, 154 reviews

Mid Island Home with Hot Tub 1 Block from beach!

KitchenFamilyBeach

4.96 out of 5 average rating, 140 reviews

Home in Naples Park

Beach, Hot Tub & htd pool. 2 Owner Suites w 2 King

KitchenFamilyAccess

4.99 out of 5 average rating, 108 reviews

A screened lanai contains a heated saltwater pool and spa, surrounded by natural landscaping. Sunlight reflects off the water's surface, and comfortable lounge chairs are positioned nearby on the patio. Expansive space offers opportunities for relaxation and outdoor enjoyment.

Home in Bonita Springs

Family Oasis with Heated Pool & Spa Near Beaches

Indoor spacesFamilyAir conditioning

5.0 out of 5 average rating, 25 reviews

FMB Farmhouse

FamilyKitchenNearby

5.0 out of 5 average rating, 49 reviews

Island Time Too | Beach Front + Resort Amenities!

KitchenFamilyAccess

5.0 out of 5 average rating, 12 reviews

Pink Star | Coastal Chic - Walk to Town Square

FamilyKitchenPool

Family- and pet-friendly home rentals

A clear blue pool is surrounded by a spacious paved deck, featuring several lounge chairs for relaxation. A covered outdoor area provides additional seating and shade. Lush green grass borders the pool, with palm trees visible in the background under a bright sky.

4.93 out of 5 average rating, 134 reviews

Escape to your Happy Place-pool, 6 bed 2 1/2 bath

KitchenFamilyCheck-in

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

KitchenFamilyQuiet

4.95 out of 5 average rating, 405 reviews

Whole cozy house

FamilyKitchenAmenities

5.0 out of 5 average rating, 7 reviews

Pearl Beach House - Walk to FMB, Pool & Hot Tub!

KitchenFamilyAmenities

4.96 out of 5 average rating, 26 reviews

Mini Golf • Heated Pool • Near Beach Prime

FamilyIndoor spacesDecor

5.0 out of 5 average rating, 60 reviews

Home in Cape Coral

Luxury Waterfront | Free Heated Pool | Game Room

FamilyKitchenHot tub

Superhost

5.0 out of 5 average rating, 4 reviews

Waterfront Canal Cottage Near Fort Myers Beach

KitchenWalkabilityBeach

4.91 out of 5 average rating, 58 reviews

A spacious two-story home showcases a large outdoor deck and a well-maintained landscape featuring various tropical plants. The exterior features light-colored siding, a brown shingled roof, and ample windows that allow natural light. Pathways lead through the surrounding greenery.

Home in Bonita Beach

Elegant Beachside Luxury Home Awaits!

Indoor spacesKitchenBathroom

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 11 reviews

Oceanfront Condo 210 | Heated Pool + Gulf Views

FamilyAmenitiesCleanliness

5.0 out of 5 average rating, 11 reviews

Coastal Escape | Walk to Beach | Sunset Views

KitchenFamilySleep quality

5.0 out of 5 average rating, 18 reviews

The Finn at Coconut Cove

KitchenIndoor spacesBeach

A serene outdoor space is showcased, featuring a sparkling pool surrounded by a stone patio. Several lounge chairs are positioned under a large umbrella, with palm trees swaying gently in the background. A hammock can be seen nearby, adding to the relaxing atmosphere.

4.87 out of 5 average rating, 52 reviews

2 BR w/ Private Pool/Backyard, 2 min walk to Beach

Indoor spacesKitchenBathroom

Superhost

4.67 out of 5 average rating, 3 reviews

Luxury Riverfront Estate & Pool

KitchenViewAccuracy

5.0 out of 5 average rating, 19 reviews

Ocean Pearl - Steps from the Beach

FamilyKitchenPool

4.97 out of 5 average rating, 38 reviews

Large Home Steps to Beach, Heated Pool & Game Room

Indoor spacesKitchenAccuracy

A spacious screen-enclosed area showcases a private saltwater pool with several floating rings resting on the surface. Sunlight filters through the screening, casting gentle shadows on the poolside lounge chairs and the nearby outdoor dining space.