Family-friendly vacation rentals in Highland Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Highland Beach

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

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Guest favorite

Home in Deerfield Beach

4.97 out of 5 average rating, 329 reviews

2 blocks to the beach*Pool*Ocean Access*Dock*Grill

Beautiful "beach themed" private house in Deerfield Beach. This home is on the EAST side of the intracoastal on the "ISLAND" & only 2 short blocks walking distance to the beach, restaurants, shops & more! Modern 3 bedroom (plus sleeper sofa in LR) & 2 bath home situated on an ocean access waterway w/a beautiful private POOL in the backyard w/Tikihut. Hurricane impact windows, custom blinds & tile/wood floors thru out. Central location close to Boca, Ft Lauderdale, Palm Beach & Miami. 70 ft dock!

Guest favorite

Home in Delray Beach

4.89 out of 5 average rating, 186 reviews

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

• 6 blocks to downtown restaurants, boutiques, bars (Atlantic Ave) • 10 blocks to beach 🏝 • 1940's Key West style bungalow & private cottage • Tropical fenced-in backyard, pool & deck • Freebee™ Electric cart rides all over Delray Beach • Cozy, comfy, beachy interior • Secure, keyless entry w/ parking for 3 cars • Coffee + Tea bar • All chef essentials provided, dog-friendly, infant pack-n-play, outdoor BBQ, washer & dryer, beach chairs/towels/umbrella, 2 cruiser bikes, pool floats & more 🏖

Guest favorite

Home in Boca Raton

4.87 out of 5 average rating, 196 reviews

Family Getaway | Private Pool | Entertainment

Welcome Home Nestled in a safe, family-oriented neighborhood, our spacious home offers a peaceful getaway for all guests. Family-Friendly: Saltwater pool and game room. Comfortable and Relaxing: Spacious, clean, and cozy. Outdoor areas for sunbathing and fireplace evenings. Explore with Ease: Walk-friendly area near stores and restaurants. Bikes available. Amenities Galore: BBQ grill, outdoor fireplace, and more. Seamless Experience: Great communication, smooth check-in, and check-out.

Guest favorite

Home in Delray Beach

4.93 out of 5 average rating, 174 reviews

Delray Beach-5 Bedr/4.5 bath*Heated Pool

Huge comfortable 5 bedroom, 3 ensuite & 2 half bathroom house in sought after Lake Ida area, Delray Beach, FL. Step into a relaxing, beach feel the moment you walk through the door. Enclosed backyard with large private heated pool. Beachtowels, towels, toiletries and all kitchen amenities included. Delray Public Beach: 2miles World renowned Delray Tennis stadium: 1.2 miles. Buzzing Atlantic Ave with restaurants, art galleries: 1 mile Pool loungers, umbrellas & grilling facilities outside.

Guest favorite

Home in Delray Beach

4.92 out of 5 average rating, 184 reviews

Charming Beach House with Pool! Great location!

Stroll or bike to beautiful beach and Atlantic Avenue! Please contact me for bookings and availability for short term rentals with a 3 night minimum. 2 beautifully furnished bedrooms with queen beds, 1.5 baths plus outdoor shower. Cable TV and wifi, new linens, pots and pans and appliances. Large outdoor entertainment space with pool, waterfall, gas grill, tropical landscape! A true gem! I also add a pet fee of $150 per pet. We offer instant booking up to one year in advance of your stay.

Guest favorite

Home in Delray Beach

4.93 out of 5 average rating, 190 reviews

Lux King bed 2br 1bath, walk to everything #307

Professional hospitality, always sparkly clean, tropical vibes, luxurious finishes, organic cotton and down beddings. Teak furniture and chefs' kitchen. Relaxing shared outdoor area with an outdoor shower. Only 3 walking blocks from the vibrant Atlantic Ave and shuttle to the beach (no need to drive anywhere!!!). 2 matching units 2BR each. Book in advance- always full in season. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. ** If you are a smoker, kindly, DO NOT consider staying here.

Guest favorite

Home in Delray Beach

4.93 out of 5 average rating, 166 reviews

CASA SWINTON - 226 S. Swinton Avenue

South Florida Paradise found! Casa Swinton is a pristine, award-winning, 3-Bedroom, 2.5 Bath, 1942-built Cottage in East Delray Beach, minutes walking distance from Delray Beach’s famous Atlantic Avenue. Completely Renovated with exquisite Charm and Class. Sleeps 8 guests with endless lounge areas to relax and enjoy in privacy. 2 short Blocks from Delray’s Atlantic Avenue and Tennis Center. Walking Distance to the Beach, Over 150+ Restaurants, cozy Boutiques, Shoppes and much more.

Guest favorite

Cottage in Delray Beach

4.87 out of 5 average rating, 154 reviews

B.E.A.C.H. Best Escape Anyone Could Have. 2br/2bth

This is the Best Escape Anyone Could Have. Grab your towel and stroll to one of the best beaches in the United States. Don't forget the beach pass! It provides 2 lounge chairs and an umbrella. Afterwards, this cozy home awaits you. Its perfect location makes it difficult to decide whether to spend the evening in or out on the town. Fine dining and nightlife are just around the corner! Wherever your evening takes you, you're guaranteed to enjoy it!

Superhost

Guesthouse in Boynton Beach

4.89 out of 5 average rating, 154 reviews

COCONUT CASITA {Delray Beach | Boynton Border}

COCONUT CASITA: Detached studio cottage in east Boynton Beach (Boynton Beach / Delray Beach border) with Old Florida charm. 2 miles to nearest beaches and downtown Delray. 3 miles from Ocean Ave waterfront dining in Boynton Beach. Good for couples, solo adventurers, and small families... Details: Furnished, Cable/Internet included, Queen size canopy bed, Twin/single sofa bed, Full kitchenette, Parking, Private entrance.

Guest favorite

Guest suite in Lake Worth

4.95 out of 5 average rating, 256 reviews

Tropical Oasis Guesthouse w/ private entrance

Cozy, private getaway in Lantana, which is owner occupied. French doors open to a tropical paradise. Just 10 minutes from airport, beaches, restaurants, convention center & shopping. Enjoy the sounds of nature on your private deck secluded by palm trees. Includes A/C, bathroom, Smart TV and parking. We love for you to rest and feel refreshed!

Guest favorite

Rental unit in Boca Raton

4.95 out of 5 average rating, 278 reviews

Unique One Bedroom Efficiency Apartment

Furnished modern apartment with private entrance attached to a single family home in a central Boca Raton residential neighborhood. Close to beach, Mizner Park, shopping, restaurants & transportation. Full kitchen and washer/dryer. Deluxe bathroom. All guests must have a profile photo of themself in order to book this listing.

Guest favorite

Rental unit in Delray Beach

4.95 out of 5 average rating, 128 reviews

Charming carriage house!

This beautiful studio apartment is fresh, bright and beachy! Tucked behind our grand 1926 home on Bankers Row, this cheery downstairs unit is lined with windows and looks out onto beautiful gardens. Walk 2 blocks to Atlantic avenue or catch the free Downtowner to the beach.