Family-friendly holiday rentals in Glades

4.99 out of 5 average rating, 131 reviews

A tranquil pool area is showcased, surrounded by lounge chairs and palm trees. The inviting water reflects the blue sky and waterfront views of lush greenery. The building nearby features a light exterior, complementing the serene atmosphere of the space.

Condo in Marco Island

Waterfront View, Boat Dock, Pool Wildlife &Fishing

Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. One block from Snook Inn! Adjacent Pool Steps Away from Back Patio. NEWLY REMODELED! Pool & Patio Overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor with no steps. If you love water and WILDLIFE, this place is for you! Fishing on the dock-Fishing Poles and Tack Supplied, pull your boat right to the back door. TONS of wildlife. Dock is lit at night, watch the sea life! NON SMOKING UNIT

A sunset view features a wooden pier stretching over waves, with silhouettes of people gathering at the end. Warm hues of orange and yellow illuminate the sky, creating a serene backdrop against the gently rolling ocean.

4.99 out of 5 average rating, 134 reviews

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Cottage in Everglades City

A wooden dock juts out over calm water, flanked by mangrove vegetation. Two adirondack chairs are positioned for relaxation, offering unobstructed views of the water. A cozy cottage is visible in the background, surrounded by palm trees, under a clear blue sky.

4.98 out of 5 average rating, 167 reviews

The Cypress Cottage!

Welcome to the Cypress Cottage! A home designed with sportsmen & nature enthusiast in mind. Whether you are exploring inland in Big Cypress or Navigating through the Everglades & Ten-Thousand Islands you'll have a comfortable place to re-charge with panoramic views of mangrove jungle. Cypress Cottage offers parking for (4) vehicles with room left over for your boat or kayak trailer. Our dock offers the perfect place to keep your boat so you can make the most of your Everglades Adventure.

Home in Goodland, Marco Island

A private dock extends over calm waters, reflecting the clouded sky and surrounding greenery. Sturdy posts provide support along the water's edge. Colorful outdoor furniture can be seen in the background, offering a relaxed space to enjoy the waterfront views.

4.91 out of 5 average rating, 404 reviews

SWFl waterfront home with direct Gulf access

Private waterfront home in the quaint fishing village of Goodland. We are on a deep water canal with 40 foot of dock space to park your fishing boat, with direct access to the Gulf of Mexico and the 10000 Islands National Park. We have 3 marinas ,walking distance , to launch your boat and get gas. Our home has a 300 square foot screened in porch and a 450 square foot dock with southern exposure to watch the sunrise and sunsets . The Marco Island shopping and beaches are 5 miles away.

A simple bedroom features a spacious bed with a light quilt. A nightstand with a lamp and an alarm clock is positioned beside the bed. A small dresser is visible, and natural light enters through the window, which is dressed in light curtains.

4.98 out of 5 average rating, 270 reviews

Bear Necessities - 1 Bdrm 1 Bthrm w/Kitchen/Lvrm

Relax and enjoy Florida indoors and outdoors in this "mini-apartment". You can watch for roaming wildlife and enjoy the tall pine trees, palm trees, and cypress trees from the patio. The "mini-apartment" is within walking distance of the canal where you can go bird watching and possibly see other wildlife. The apartment is outside of the busy hustle and bustle of the city but within driving distance of the beach. There are several restaurants with indoor or outdoor dining options.

4.81 out of 5 average rating, 201 reviews

A spacious building with a modern design is flanked by palm trees under a clear blue sky. The entrance is marked by a covered area, with a parking lot visible in the foreground, offering ample space for vehicles.

Condo in Everglades City

Everglade Isle Palms Condotel w/ Pool & Boat Ramp

It’s island time! Welcome to your home base for exploring the Florida Everglades. With all the comforts of home, our Condotel will be your ideal vacation spot. Explore Everglades National Park, the 10,000 islands, airboat tours, and more! Bring your boat or rent one for saltwater, brackish, & freshwater fishing- all from this unique & pristine area. Located in the heart of town, you’ll be in walking distance of several restaurants, ice cream parlors, and the grocery store.

4.97 out of 5 average rating, 118 reviews

Cottage in Marco Island

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock

Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Adorable spacious home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

4.82 out of 5 average rating, 220 reviews

A cozy sleeping area features a queen size bed dressed in a nautical-themed quilt. A small refrigerator and microwave are visible, along with a dresser and television. Light enters through a shuttered window, complementing the soft blue walls.

Condo in Bonita Springs

Cozy studio 1.3 miles to Barefoot Beach

Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

4.91 out of 5 average rating, 161 reviews

The exterior of a cozy cabin is depicted, featuring a porch with a screened area. A gravel pathway leads to the entrance, while two green waste bins are positioned beside the building. A well-maintained shrub adds greenery to the setting.

Cabin in Everglades City

Everglades City waterfront cabin

Bring your boat to this waterfront community in the heart of the Everglades and the 10,000 Islands. Across from Everglades National Park. Great fishing and boating community.. cozy cabin Sleeps up to 4 guests. Large outdoor living space. Community heated pool. 20$ boat launch fee to be paid next door at Glades store. Loft space and utility room are off limits to guests.

A modern kitchen is equipped with sleek white cabinetry and stainless steel appliances. A large island with two brown bar stools offers a space for dining or casual gatherings. Soft lighting and large windows contribute to a bright and open atmosphere.

4.98 out of 5 average rating, 102 reviews

Las Casitas in Naples#2

Welcome to your home away from home! Beautifully renovated condo, located close to shops, restaurant, and the beach. This condo is located at the edge of a natural preserve; giving you the best of both worlds: you can sit in the backyard and enjoy a quiet and relaxing afternoon, or take a short walk and find yourself at local restaurants, the beach, wine bars, or shops.

Superhost

A bright and airy bedroom features a spacious bed with patterned bedding, complemented by a wooden ceiling and natural light. A cozy chair and small table are positioned near a window, with a shelf displaying decorative items and a lamp providing additional lighting.

Tiny home in Marco Island

4.86 out of 5 average rating, 307 reviews

Camp Cocktail

Located in quaint Goodland FL on waterfront canal. Walking distance to Goodland Boating Park where you can launch your boat to the gulf and 10,000 Islands. Boat trailer and vehicle parking. Short walk to restaurants/bars Little Bar, Stan’s, Crabby Lady, Paradise found and Kirk’s Fish House. Minutes to restaurants and shops on Marco Island.

Apartment in Everglades City

A multi-family property is shown, featuring a two-story structure with a balcony and large windows. Lush palm trees and tropical foliage surround the building, while a curved pathway leads to the entrance. The sky is clear with scattered clouds, contributing to a sunny atmosphere.

4.96 out of 5 average rating, 532 reviews

Everglades City Getaway - 2 BR Apartment

Escape from the big city to the little City of Everglades! Centrally located to explore the Everglades and other parks in Southwest Florida. This Airbnb accommodates 4 people and is within walking distance of boat tours and local restaurants. The base price is for 2 people. Additional guests over 2 are charged $15/ per person per night.

Popular amenities for Glades family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 183 reviews

An open living area features a comfortable, light-colored couch paired with two wooden chairs. A flat-screen TV hangs above a modern electric fireplace, which adds warmth. Large glass doors provide a view of the waterfront, while soft curtains frame the serene scene.

Condo in Marco Island

Amazing New Seaside Condo-5 fl View -Best Building

4.98 out of 5 average rating, 116 reviews

An inviting outdoor space features a heated pool beside a hot tub, while comfortable seating arrangements are visible. A dining area is adorned with modern green chairs, and sliding doors provide access to the interior. A pink inflatable flamingo adds a playful touch to the pool area.

Home in Naples Park

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

4.97 out of 5 average rating, 215 reviews

A clear blue pool features a spa area, bordered by decorative stone. Two lounge chairs are positioned alongside the water, offering a relaxing area. A dining table with multiple chairs is visible in the background, with a privacy fence and lush greenery completing the serene outdoor setting.

Home in Naples Park

Last Minute Deals! Walk to beach! Jacuzzi & Pool

4.9 out of 5 average rating, 164 reviews

A serene beach scene captures the golden hues of sunset over calm waters. Several wooden posts are visible in the sand, while a figure holds a child on one of the posts. Another individual is seen photographing the moment, adding a sense of warmth to the atmosphere.

Condo in Old Naples

Studio- Olde Naples, 2 blocks to beach Studio unit

4.99 out of 5 average rating, 100 reviews

The living space features new furnishings, including a light-colored sofa and armchair, complemented by a round wooden table. A large glass door offers views of Factory Bay, while a modern ceiling fan provides a refreshing breeze.

Condo in Marco Island

Chic Top-Floor Condo: Gulf & Sunrise Views

An outdoor space showcases a fire pit surrounded by four chairs with cushions. The background features a private saltwater pool and spa, with lush greenery illuminating under a twilight sky.

5 out of 5 average rating, 68 reviews

Private Pool, Spa, Minutes to the Beach &King Bed

A screened-in outdoor area features a clear blue inground pool alongside a jacuzzi, both surrounded by stone pavers. Lush greenery is visible beyond the enclosure, providing a serene backdrop. Comfortable seating awaits for relaxation in this private oasis.

4.94 out of 5 average rating, 140 reviews

La Dolce Vita

4.94 out of 5 average rating, 140 reviews

An aerial view captures a spacious outdoor area featuring a swimming pool surrounded by lush greenery and palm trees. A hot tub is nestled near the pool, with lounge chairs positioned nearby. The three-story beach house is partially visible, framed by the vibrant landscape.

Guest suite in Naples

🌴🌴Green Getaway First Floor Apartment🌴🌴

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 192 reviews

An outdoor seating area is highlighted, featuring a table surrounded by four wicker chairs. A grill is positioned nearby, and the view opens to a serene waterway, complemented by lush trees and a bright sky scattered with clouds.

Condo in Cape Coral

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

A modern pool area is featured with a spacious swimming pool surrounded by a screened-in lanai. Lounge seating and vibrant cabanas are positioned nearby, providing shaded relaxation. An adjacent game room is visible, equipped with a pool table and foosball table under unique lighting.

4.95 out of 5 average rating, 117 reviews

New Home, 6 Beds, Heated POOL / Game Room

5 out of 5 average rating, 48 reviews

A stilted home is set in a spacious yard, surrounded by a chain-link fence and lush greenery, including banana plants. A flight of stairs leads to a raised porch with a railing. A variety of trees provide shade, with vehicles visible at the edge of the property.

Home in Chokoloskee

Chokoloskee/Everglades City

The illuminated pool glistens in a tranquil setting, adorned with floating yellow lily candles. Lounge chairs with striped towels are positioned beside the water, while soft lights provide ambiance around the area, creating a serene space for relaxation.

4.97 out of 5 average rating, 143 reviews

The Breakaway: Heated Pool with Outdoor Kitchen in

4.83 out of 5 average rating, 29 reviews

A welcoming living area is presented with a light-colored sofa adorned with green accent pillows. A wooden coffee table sits centrally, accompanied by a decorative plant. Natural light filters through nearby windows, illuminating the space which features hardwood flooring and tasteful artwork on the walls.

Condo in Naples

Marina Paradise in Naples, Florida!

The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.

4.95 out of 5 average rating, 132 reviews

Coastal Getaway *Heated Pool *3 King Rooms

A charming turquoise home is surrounded by lush landscaping featuring palm trees and colorful flowers. In the foreground, a heated swimming pool is nestled within a paved area, accompanied by several lounge chairs positioned for relaxation and sunbathing.

5 out of 5 average rating, 21 reviews

Walk To Beach & Shops! New 4 Bdr Pool Heated

Superhost

A two-story house features a light blue exterior with multiple windows. The inviting pool, illuminated in green, is surrounded by a paved patio. Comfortable lounge chairs and a dining table can be seen adjacent to the pool, providing ample space for relaxation and outdoor dining.

Holiday home in Collier County

4.83 out of 5 average rating, 23 reviews

4-bedroom house with pool steps from the dock!

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 116 reviews

The image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.

Condo in Old Naples

FUN AT THE BEACH

A marina is depicted with multiple boats moored along a calm waterway. Clear blue skies reflect on the water's surface, while palm trees line the background, adding greenery to the scene. The image conveys a sense of tranquility and leisure.

4.97 out of 5 average rating, 29 reviews

Serenity Studio: Waterfront & Wildlife Everglades

4.91 out of 5 average rating, 126 reviews

The exterior of Turtle Bungalow is framed by tall palm trees and lush greenery. A shaded seating area is arranged under a large umbrella, accompanied by a table and chairs. Decorative elements, such as a small statue and potted plants, enhance the entrance.

Guesthouse in Naples

Turtle Bungalow

4.86 out of 5 average rating, 7 reviews

Sweet Home Ross | 5 min Beach | 8 PPL | Pool | BBQ

A bright and airy open-concept living area features light blue walls and a spacious seating arrangement. A dining table is set for meals, while the nearby kitchen showcases minimal cabinetry and a dining nook with a table and chairs. Large windows provide natural light.

4.89 out of 5 average rating, 188 reviews

"Waterfront & OceanAccess Oasis with Private Pool"

The image depicts a screened-in swimming pool area with a clear blue water surface. The surrounding patio features a smooth concrete finish. Lush greenery lines the pool's edge, and a calm waterway is visible in the background, framed by palm trees and waterfront homes.

4.98 out of 5 average rating, 324 reviews

⭐ Rare Waterfront Western Exposure Vacation Home

A sparkling pool is surrounded by well-maintained landscaping, featuring lush greenery and palm trees. Comfortable seating arrangements, including lounges and chairs, are positioned nearby on a spacious patio, offering a serene outdoor space for relaxation.

4.98 out of 5 average rating, 56 reviews

Private house: kid friendly: pool & hot tub

A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.