Family-friendly holiday rentals in Fort Myers

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, 135 reviews

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

🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

Indoor spacesKitchenPets

5 out of 5 average rating, 11 reviews

Mini Golf • Heated Pool • Near Beach Prime

Welcome to SELBY GOLF HOME – Your Luxury Getaway in Fort Myers .12 mins to Downtown Fort Myers .18 mins to Fort Myers Beach .30 mins to Sanibel & Captiva Islands .Less than 5 mins to nearby golf courses .Sleeps up to 10 guests .3 King beds + 2 Full beds .Private pool .Fast Wi-Fi .Washer & dryer .Safe & quiet neighborhood .Free parking .Self check-in for easy access .Pool table .Ping pong table .Mini golf area .Poker table .Kids play area .Outdoor grill .Fire pit lounge Private patio & terrace

FamilyIndoor spacesComfort

5 out of 5 average rating, 24 reviews

Cape Escape | Hot Tub | Heated Pool | Game Room

🌴✨ Escape to Cape Escape – your 4BR/3BA new construction waterfront villa in Cape Coral with direct Gulf access! Just 30 mins from Fort Myers Beach, Sanibel Island, and RSW Airport. Enjoy a private heated pool, hot tub, and unique lanai suite. 🍹 Fire up the grill, relax at the outdoor bar, or paddle in provided kayaks. Family-friendly with pack 'n plays, toys, pool gate, and more! Stay connected with high-speed WiFi and Smart TVs. Game room fun awaits – create unforgettable memories at the Cap

Indoor spacesKitchenCheck-in

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, 252 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!

FamilyKitchenCleanliness

4.99 out of 5 average rating, 73 reviews

A single-story house is presented with a light-colored exterior and a metal roof. Two black garage doors are visible, and a small grassy area is located in front. The peaceful neighborhood setting is complemented by a clear blue sky.

Home in North Fort Myers

3 BR Heated Pool House with Boat Lift

Forget your worries in this spacious and serene space. Total and complete renovation in 2024. Everything is new. Large driveway with the room to park your boat trailer . Gourmet, fully equipped kitchen, including stainless steel appliances, and a Keurig coffee machine . Peaceful location. Private outdoor space. Fully fenced in side garden. Deck with flat top grill and dining area. House is three bedrooms, one king, one queen, and two twin beds. The house is waterfront with the boat lift.

Indoor spacesFamilyBarbecue

The welcoming entrance of the cottage features a light blue door and decorative white trim. Lush green plants and colorful flowers surround the doorway, enhancing the inviting atmosphere. A small hanging planter adds a touch of nature to the facade, with trees in the background completing the exterior view.

5 out of 5 average rating, 102 reviews

Inn Season Cottage-Cozy Florida Living

Welcome to the Inn Season Cottage...where relaxation, family time, and sunshine are always "INN" season. Experience cozy Florida living in this newly renovated 1250 sq. ft. home located in the desirable McGregor Corridor. This home is nestled within a quiet neighborhood and provides a relaxing setting for your family to unwind and make memories together. It is the ideal location for seasonal visitors looking to stay during the winter months, a small family vacation, or a couples getaway.

KitchenFamilyWalkability

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.

5 out of 5 average rating, 94 reviews

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

KitchenFamilyLayout

4.92 out of 5 average rating, 127 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

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.

FamilyIndoor spacesBeach

4.89 out of 5 average rating, 354 reviews

A serene shared lake area is surrounded by pyramid-shaped homes. Palm trees and colorful lounge chairs are positioned by the water's edge. A gentle fountain is centrally located in the lake, creating a tranquil atmosphere under a partly cloudy sky.

Villa in San Carlos Park

Private pyramid home to relax and explore-7021

Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid! This private vacation home in Pyramid Village features a spring water lake just a short walk from your pyramid (this pyramid has nature views, not lakeside) *Home includes: Free WIFI, private patio with gas grill, washer/dryer, fully equipped kitchen, and 2 queen beds (comfy for 4 guests), 2 Roku TV's, and beach gear (located 15 miles from most popular beaches). * self check in with lock box

Indoor spacesKitchenBathroom

A serene outdoor area features a private pool with a unique shape and a spa nearby. Sun loungers are positioned beside the pool, surrounded by lush tropical landscaping. A covered patio area is visible in the background, offering a shaded space for relaxation.

4.92 out of 5 average rating, 105 reviews

Serene Pool & Spa Home near Beaches & Downtown

Where prime location meets tropical paradise. Welcome to your very own private poolside and spa oasis, 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. This remarkable space can accommodate up to 10 guests, making it the perfect destination for a family or friends vacation!

KitchenFamilyCondition

An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.

4.99 out of 5 average rating, 98 reviews

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

FamilyKitchenHot tub

4.95 out of 5 average rating, 392 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.

KitchenFamilyDecor

Popular amenities for Fort Myers family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The living area features a comfortable sofa arrangement under a ceiling fan, with large windows allowing natural light. The spacious bedroom showcases a four-poster bed, sleek furniture, and warm lighting. An enclosed patio displays a dining setup with colorful tableware, adjacent to a heated pool visible through expansive screen panels.

5 out of 5 average rating, 107 reviews

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock

FamilyKitchenLong stay

5 out of 5 average rating, 24 reviews

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Indoor spacesKitchenAmenities

4.97 out of 5 average rating, 131 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 spacesBathroom

4.94 out of 5 average rating, 32 reviews

Apartment in Fort Myers

17th Floor Riverfront • Downtown • Pool & Gym

FamilyKitchenCleanliness

4.94 out of 5 average rating, 159 reviews

A spacious driveway leads to a charming single-family home surrounded by lush greenery. Tall palm trees and vibrant landscaping frame the entrance, enhancing the serene ambiance of the retreat. The home is set back from the road, offering a private and tranquil atmosphere.

Home in Naples

Venetian Photoshoot - La Dolce Vita

KitchenIndoor spacesLong stay

A spacious waterfront home is surrounded by lush greenery and palm trees. The Mediterranean-inspired architecture features a red-tiled roof and large front entrance, along with a neatly paved driveway leading to a two-car garage. Bright blue skies provide a clear backdrop.

4.97 out of 5 average rating, 130 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

FamilyIndoor spacesRiver

4.96 out of 5 average rating, 140 reviews

The private, heated pool is surrounded by a screened enclosure, showcasing lush tropical landscaping. Soft lighting reflects off the water's surface, while an inviting jacuzzi is situated beside the pool. Two lounge chairs are positioned for relaxation in this serene outdoor space.

Home in San Carlos Park

Coastal Modern Retreat with Heated Pool and Spa

FamilyKitchenAmenities

4.88 out of 5 average rating, 49 reviews

Waterfront Estate With Heated Infinity Pool

Indoor spacesKitchenAccuracy

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 25 reviews

Home in Cypress Lake

Swimsational Golf views

KitchenIndoor spacesBathroom

An inviting pool area is surrounded by a screened enclosure, allowing natural light to illuminate the sparkling water. Comfortable lounge chairs are positioned alongside, while a dining space with a table and chairs is visible in the background, enhancing the outdoor experience.

5 out of 5 average rating, 47 reviews

Serene Modern Oasis | Private Pool in Fort Myers

KitchenFamilyPool

5 out of 5 average rating, 13 reviews

Palmetto Boat House

FamilyKitchenLocation

4.92 out of 5 average rating, 26 reviews

Home in San Carlos Park

Luxury Pool Home - South Fort Myers

FamilyIndoor spacesCondition

5 out of 5 average rating, 156 reviews

Villa in Cape Coral

Casa Capri | Heated Pool | Free BBQ

Indoor spacesKitchenAir conditioning

Superhost

Home in Villas

4.83 out of 5 average rating, 203 reviews

Blue Beach Bungalow

Indoor spacesKitchenNearby

5 out of 5 average rating, 44 reviews

Paradise House w/ Dock/Jacuzzi/Kayak/Gameroom/BBQ

FamilyIndoor spacesParking

5 out of 5 average rating, 12 reviews

Caribbean Gem with Private Pool & Hot Tub

FamilyIndoor spacesQuiet

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 12 reviews

Luxury Waterfront Escape - Private Pool & Jacuzzi

FamilyKitchenBeach

5 out of 5 average rating, 20 reviews

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

Indoor spacesKitchenPool

4.96 out of 5 average rating, 26 reviews

An outdoor seating area is featured on a wooden deck, with a cozy arrangement of chairs and a table. The sky is filled with vibrant colors as the sun sets, and tall palm trees provide a tropical backdrop. The boathouse architecture showcases large windows reflecting the evening light.

Guesthouse in Fort Myers

Sleep over the water- Boathouse with Private Dock

KitchenIndoor spacesComfort

5 out of 5 average rating, 13 reviews

The outdoor pool area is enclosed by a screened lanai, showcasing a tranquil setting with palm trees and water views. Comfortable lounge chairs line the poolside, while the surface reflects the colors of the sunset, providing a serene atmosphere.

Home in North Naples

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

KitchenFamilyDecor

Luxe

5 out of 5 average rating, 18 reviews

4BR Casa Del Mar – Sand Beach Pool & Hot Tub

FamilyKitchenView

An aerial view of a serene residential neighborhood showcases a winding canal bordered by lush greenery and palm trees. The scene is enhanced by a sunset casting warm hues across the sky, with well-maintained homes lining the expansive properties along the water.

4.97 out of 5 average rating, 63 reviews

Golden Pearl | Luxury Villa | Pool | Dock | Games

Indoor spacesFamilyQuiet

5 out of 5 average rating, 13 reviews

Home in Burnt Store

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Indoor spacesFamilyAmenities

The charming exterior of the historic Spanish villa features a white stucco facade with red tile roofing. Lush greenery frames the entrance, while a sweeping pathway leads to the elegant double doors. Arched windows and detailed architectural accents add to the villa's character.