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Family-friendly vacation rentals in Bloomingdale

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Top-rated family-friendly rentals in Bloomingdale

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Condo in Hilton Head Island

4.95 out of 5 average rating, 205 reviews

2bed/2ba ~Sleeps 7 ~ KING Bed ~ Restaurants ~CLEAN

Fully Furnished, Renovated Non-Smoking Villa sleeps 7 - King bed in Master, 2 Single beds in Guest Room, Leather Queen Sofa Bed & Rollaway Bed. Built-in Bar, Fully-equipped Kitchen w/ small appliances. Beach Chairs, toys, games, cards. Flat Screen HDTV w/ hundreds of channels, DVD, Free Wi-Fi. Overhead Lighting & Ceiling fans in bdrms, extra blankets & pillows. Restaurants, Tennis, 2 Pools. Sip cold drinks on the wide sandy beach & watch Amazing Sunrises & Sunsets. Relax, You're in Paradise

A view from the balcony captures the serene ocean and beach during sunset. Vibrant colors reflect across the water, while lush greenery and trees frame the picturesque scene. The elegance of natural beauty is enhanced by a lantern hanging nearby.

Condo in Hilton Head Island

4.95 out of 5 average rating, 250 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your private balcony. Private beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!

The exterior of the townhouse is showcased, highlighting a raised structure with a covered porch above. Two palm trees are positioned in front, with a spacious paver driveway leading to the large garage. Nearby, additional units are visible against a backdrop of greenery.

Townhouse in Tybee Island

4.9 out of 5 average rating, 182 reviews

Sunshine E Day. 5 minute walk to the beach!

3 bedroom 2 bathroom townhouse. One of 2 units provides privacy and a quiet stay. 5 minute walk to a quiet north beach walk across in The Sanctuary area. Very short walk to shops, and restaurants. No busy streets to cross. Parking in garage and driveway. Large garage for storing beach gear. Convenient exterior shower. Spacious living room open to fully equipped kitchen. Huge covered porch with seating for 7. Dogs allowed with approval and $100 pet cleaning fee. No state or city taxes charged.

Apartment in Tybee Island

4.76 out of 5 average rating, 482 reviews

Last minute $99 deals! Sun and Sand today!

Come check out the new updates to our pool!! Plus lots of new stuff just added! Brand new bed, sheets and comfy pillows in the bedroom. Brand new bathtub and shower. Kitchen is equipped with everything you need. Basics like plates and utensils as well as a toaster, blender, a George Foreman grill and more!. New 43 inch TV in the living area and another one in the bedroom. The condo is steps away from the pool & beach for a family of 4 or 2 couples. HIGH SPEED WIRELESS INTERNET and more!!

Top guest favorite

A scenic view captures the expansive marsh and ocean in the distance. A long wooden boardwalk meanders through the greenery, leading to the beach. Light green grass and shrubs can be seen in the foreground, enhancing the natural landscape.

Condo in Hilton Head Island

4.93 out of 5 average rating, 250 reviews

Grand Views! Beautiful, Renovated, Walk to Beach!

Welcome to your perfect Hilton Head Island getaway! Modern, beautifully renovated two bed/2 bath condo, top floor, walking distance to beach with Panoramic Ocean Views! Ideal for families, couples, girls' weekends, and golf enthusiasts! Enjoy amazing sunrises from the patio. Located in a gated complex, with access to the most beautiful beach in all of Hilton Head Island via a private boardwalk. Easy keyless entry, located in Building 2. Superhost where hospitality is #1!

Apartment in Hilton Head Island

4.92 out of 5 average rating, 144 reviews

Relaxing Hilton Head Beach Getaway. 2 B/2 B

Great Vacation spot. Five minute walk to the Beach. Large 2 Bedroom and two new bathrooms & floors. Largest ocean front pool on the Island. 10 lit tennis courts with 12 pickle ball courts and a pro shop. Bar/Grill on the beach. Sports Bar/Restaurant & Pizza shop. On site Bike rental. Playground, grill stations, full gym. Laundry facilities. Convention Ctr. Chair and umbrella rentals, lifeguard on beach. Bike trails parallel roads on Island. Gated secure resort.

A sandy beach scene is depicted with gentle dunes and a wooden fence partially buried in the sand. Sparse vegetation and grasses are visible, framed by a clear blue sky with scattered clouds. The ocean can be seen in the distance, meeting the horizon.

Condo in Hilton Head Island

4.74 out of 5 average rating, 178 reviews

Hilton Head Resort, 3 Bed Room, 2 Bath

Welcome to Hilton Head Resort. You get total privacy in this 3-bedroom, 2 bath unit and free access to all the amenities in this beach front resort. Open kitchen / living room with large dining table for eating and game time. Full Kitchen with granite counter tops, pots, pans, blender, and spices. Bedrooms and living room have a flat screen TV with cable and Free Internet. We provide linens and towels for your stay plus there is an in-unit Washer/Dryer.

Tall palm trees and lush shrubbery frame a tranquil view of the ocean, with the sunlight reflecting off the water. The landscape appears well-maintained, leading to a clear sky above.

Condo in Hilton Head Island

4.75 out of 5 average rating, 138 reviews

Salty Sand-Close to the pool, steps to the beach!

Modern and cozy ocean-view villa with the pool view from the front door and ocean views from the patio! Recently renovated with plank flooring and shaker cabinets, this stylish retreat features a fully equipped kitchen, a queen bed in the bedroom, a queen sleeper sofa, and two child-sized bunks. Located in Seaside, an oceanfront complex, you're just a short walk from great shops, restaurants, and attractions—perfect for a relaxing beach getaway!

A two-story townhouse is showcased, featuring light-colored siding and contrasting blue shutters. The entrance is marked by a welcoming porch and a decorative door. A white picket fence surrounds the property, with a sign reading 'Jasmine Heights' prominently displayed.

Townhouse in Hardeeville

4.9 out of 5 average rating, 809 reviews

Savannah, HHI, I-95, airport, Kids & dog park!

CONVENIENT! 1.5 miles to I95, Savannah (20min), HHI (35), Beaufort (45) and airport (15)! 2 doors down, kids & dog park! Breakfast, snacks, Smart TV, Wi-Fi, grill, 2x patios and fire pit w/ wood are included! The place is set up so you'll feel at home, including items for kids and pets with NO pet fee. This comfortable townhouse is a great spot to explore the local area or for those just passing through.

The living room features high ceilings with exposed beams and comfortable furnishings. Two sofas, accented with decorative pillows, are arranged around a wooden coffee table. Art pieces hang on the wall, and natural light fills the space through sliding glass doors leading to the dining area.

Cottage in Hilton Head Island

4.87 out of 5 average rating, 368 reviews

Gypsy Sea Cottage - A Seaside Retreat

Our place is located in prestigious Palmetto Dunes in a stand alone unit inside the Queens Grant Villas with easy access to beautiful beaches, world class golf, and great food. Newly remodeled The Gypsy Sea Cottage boasts high end furnishings, quality linens, high tech amenities, a fully stocked kitchen, and the attention to detail that makes for an unforgettable vacation.

A hallway leads to a small area featuring two child-size bunk beds with colorful blankets and soft linens. Shelves above the beds hold children's toys and accessories, while a stack of towels and a plush throw are neatly placed to the side.

Condo in Hilton Head Island

4.84 out of 5 average rating, 166 reviews

Spring Break! Retro-Mod Family Beach Fun

Welcome to a Dwell-inspired midcentury decor. A minimalist condo designed to host your family in a bright and comfortable style. We have items for your travels with small children - High Chair, Pack-N-Play, Toys, books, and more so you can travel to the beach with less. Designed with care to host your small family. Sea, I Told You a trip to the beach is always a good idea.

A living and dining area is visible, featuring a wooden dining table with a tray centerpiece. A cozy sectional sofa and armchairs are arranged near a window, allowing natural light. The space is softly illuminated by a chandelier while decorative art is showcased on the adjacent walls.

Condo in Hilton Head Island

4.83 out of 5 average rating, 145 reviews

☆Luxury☆3BR☆Cottage☆Walk to Beach☆Private Pool!☆

Add to your wish list - click the ♥ in the upper right corner. Professionally decorated 3 bedroom (with an additional study/nook with a queen bed), 2 ½ bath town home with a casual beach cottage feel. Just steps away from Coligny Plaza with over 60 shops and restaurants. A short stroll (1 ½ blocks) to the spacious/open beach.

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Popular amenities for Bloomingdale family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A scenic pathway is visible, lined with palm trees and leading towards the beach. Cyclists can be seen actively riding along the path, with the ocean and beachgoers in the background under a clear blue sky.

Condo in Hilton Head Island

4.83 out of 5 average rating, 156 reviews

Spacious South Forest Beach Villa @ Ocean Walk

A well-maintained tennis court is featured, with two courts visible, marked by vivid blue and green surfaces. Surrounding trees provide a natural backdrop, while overhead lights suggest evening play. Court equipment, including nets, is neatly positioned.

Condo in Hilton Head Island

4.91 out of 5 average rating, 300 reviews

Turtle Tracks, Hilton Head Island, SC

A cozy living space is highlighted by a dark blue accent wall. A comfortable sofa faces a modern coffee table, while a decorative bookshelf holds various items. Light enters through a window, complementing the minimalist design, which includes a stylish fireplace and nearby seating.

Condo in South Historic District

4.88 out of 5 average rating, 373 reviews

Charming Downtown Savannah Condo with Pool Access

A charming home features a colorful front with purple and teal accents, surrounded by low white planters filled with greenery. American flags adorn the porch, and a set of stairs leads up to the entrance, highlighted by shaded areas from overhanging trees.

Home in Tybee Island

4.73 out of 5 average rating, 172 reviews

Coastal Tybee 4Br/2Ba + HOT TUB! Sleeps 14! Beach

A view of the outdoor tennis courts is presented, featuring several marked courts within a fenced area. Surrounding greenery includes trees and shrubs, enhancing the space's natural feel. Benches are visible near the courts, providing seating for players and spectators.

Condo in Hilton Head Island

4.76 out of 5 average rating, 215 reviews

Family Getaway for Making Memories Together

A stylish living space features a dark leather sofa with a colorful throw and pillows. A painting of a sailboat adorns the wall. The kitchen area showcases granite countertops, bar stools, and stainless steel appliances, enhancing the functional and modern design.

Condo in Hilton Head Island

4.77 out of 5 average rating, 306 reviews

BEAUTIFUL CONDO IN HHR, RENOVATED

Two tennis courts are presented, featuring blue and green surfaces with nets separating each court. Surrounding trees and buildings are visible in the background, with a mostly clear sky overhead. Chairs are positioned near the courts, providing space for spectators.

Condo in Hilton Head Island

4.89 out of 5 average rating, 106 reviews

Large Top Floor Villa, 2BD/2BA, 1 Block to Beach

Condo in Hilton Head Island

4.85 out of 5 average rating, 300 reviews

Gorgeous villa, private beach access, HH Resort

Family- and pet-friendly home rentals

A welcoming entryway features dark wooden steps leading to a door. Lush greenery, including potted plants and a small bush, is arranged on either side. Decorative elements, such as an owl statue, add charm near the entrance, complemented by mulch and modern landscaping.

Townhouse in North Historic District

4.91 out of 5 average rating, 287 reviews

Designer Whole townhouse in historic district/SCAD

Home in MidTown

4.8 out of 5 average rating, 490 reviews

The Historic Chelsea House. - A Jewel Box Property

Home in Hilton Head Island

4.86 out of 5 average rating, 368 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

An outdoor dining area is set on a wooden deck, featuring a large table surrounded by comfortable chairs. A rustic shed, clad in corrugated metal, is visible alongside a sturdy tree, providing shade and a natural backdrop.

Cottage in Tybee Island

4.92 out of 5 average rating, 436 reviews

Dreamsicle Cottage (1.5 blocks to the beach)

The Victorian-style home features a charming façade painted in soft gray with yellow accents. A welcoming front porch is adorned with decorative railings and potted plants. Two large doors, one in yellow, complement the bright hanging flower baskets.

Home in South Historic District

4.9 out of 5 average rating, 248 reviews

Victorian home 2 blocks from Forsyth

A charming single-story cottage is surrounded by vibrant green lawns and shrubbery. White picket fencing lines the front, and the porch features rocking chairs. Decorative ferns hang from the windows, enhancing the inviting curb appeal of the home.

Cottage in Bloomingdale

4.92 out of 5 average rating, 197 reviews

1950's Cottage Convenient to Savannah

An inviting living area features a comfortable gray sofa, a round wooden coffee table, and an area rug on polished hardwood floors. Large doorways lead to a dining area brightened by a chandelier, while the staircase adds architectural interest in the background.

Home in MidTown

4.86 out of 5 average rating, 147 reviews

Big Yellow Brick House - Victorian District

The historic cottage features a wraparound porch adorned with potted plants and rocking chairs. Spanish moss hangs from the nearby trees, providing shade to the spacious yard. The white exterior is complemented by blue shutters, creating a charming and tranquil setting.

Cottage in Daufuskie Island

4.94 out of 5 average rating, 207 reviews

The Oyster Cottage on Daufuskie w/ Golf Cart

Family-friendly home rentals with a pool

Apartment in Hilton Head Island

4.85 out of 5 average rating, 219 reviews

Priceless Ocean View, King Bed, Heated Pool

Home in Hilton Head Island

4.82 out of 5 average rating, 88 reviews

Palmetto Dunes Paradise - 3 BR 2.5 Bath

A serene pool area is surrounded by lush greenery and tall trees. Lounge chairs are arranged around the swimming pool, which features clear blue water. The tranquil setting invites relaxation, with the pool view unobstructed by any structures.

Condo in Hilton Head Island

4.79 out of 5 average rating, 247 reviews

Beautiful Beach Condo in Paradise

A spacious outdoor swimming pool is surrounded by a well-maintained area, featuring green shrubbery and lounge chairs arranged along the pool's edge. Tall trees line the background, and the clear blue sky provides a bright atmosphere.

Townhouse in Bluffton

4.94 out of 5 average rating, 63 reviews

SUPER CLEAN LARGE TOWNHOME BLUFFTON, 3/3

A side table is positioned against a wall, featuring a decorative lamp with a soft light design. A bowl of popcorn sits alongside a stack of books and a sign detailing available Wi-Fi information. Light wooden flooring enhances the welcoming entryway.

Condo in Hilton Head Island

4.64 out of 5 average rating, 67 reviews

Mermaids Beach Villa

A large wooden playground structure designed to resemble a pirate ship features masts and sails. Various children can be seen engaging with the climbing elements and slide. The surrounding area includes wooded greenery and shaded sitting spots, creating a welcoming play environment.

Condo in Hilton Head Island

4.84 out of 5 average rating, 172 reviews

Easy Walk to the Beach ~ Sleeps 6! TWO bathrooms

The living area features modern furnishings with a light-colored sofa and a stylish coffee table. A dining area is visible in the background, along with a well-equipped kitchen showcasing sleek cabinetry and bright lighting. Natural light fills the space through multiple strategically placed light fixtures.

Townhouse in Tybee Island

4.89 out of 5 average rating, 87 reviews

Ocean FRONT VIEWS with pool & restaurant onsite!

A private dipping pool is situated on the back patio, bordered by a wooden deck. Chairs and a dining table are neatly arranged nearby. Lush greenery is visible in the background, complemented by tall trees providing shade.

Home in Hilton Head Island

4.9 out of 5 average rating, 50 reviews

Amazing Location & Value Family-Golf-Tennis Trips!

Destinations to explore