Family-friendly vacation rentals in Highland Beach

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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

Condo in Deerfield Beach

4.84 out of 5 average rating, 117 reviews

Large 2 BR 2 Bath at The Buccaneer by the beach!

This condo has been recently renovated and is the largest unit in The Buccaneer in Deerfield Beach. The total square footage is over 1,300 square feet and has central Air Conditioning. Included is a washer/dryer and is a very desirable rental for monthly or seasonal. Both bathrooms and kitchen have been remodeled. 2 Parking Spaces included. Short walk to the beach, fishing pier, shops and restaurants of Deerfield Beach! queen size futon in the master bedroom and a sofa bed in the living room.

May 8 – 15

ﺩ.ﺇ530 per night

Guest favorite

Home in Deerfield Beach

4.97 out of 5 average rating, 309 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!

Oct 22 – 29

ﺩ.ﺇ1,490 per night

Guest favorite

Home in Delray Beach

4.89 out of 5 average rating, 178 reviews

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

• 6 blocks to downtown restaurants, boutiques, bars (Atlantic Ave) • 10 blocks to beach 🏝 • Key West-style house w/ 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 w/ snacks • All chef essentials provided, pet-friendly, infant pack-n-play, outdoor BBQ, washer & dryer, beach chairs/towels/umbrella, 2 cruiser bikes, pool floats & more 🏖

Dec 26 – Jan 2

ﺩ.ﺇ3,493 per night

Guest favorite

Home in Boca Raton

4.87 out of 5 average rating, 187 reviews

Updated Classy Fun Big Private, Pool, Game Room

Fresh updated April 2024, Dream Escape in the heart of Boca Raton. Our home welcomes couples and families with an immaculate, tastefully decorated style on a beautiful property with an upscale feel. Perfect for family vacations. Newly remodeled. 4 bedrooms with new, comfortable beds and linens, 2 full bathrooms. Easily sleeps 10. Private heated pool, outdoor bar with BBQ in a very private fenced in backyard. Gem of a house located in a quiet, safe & charming neighborhood. CLEAN. Great locatiin!

Apr 22 – 29

ﺩ.ﺇ1,703 per night

Guest favorite

Home in Delray Beach

4.93 out of 5 average rating, 167 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.

Aug 29 – Sep 5

ﺩ.ﺇ2,300 per night

Guest favorite

Home in Delray Beach

4.91 out of 5 average rating, 175 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.

Jul 31 – Aug 7

ﺩ.ﺇ1,004 per night

Guest favorite

Home in Delray Beach

4.93 out of 5 average rating, 176 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.

May 17 – 24

ﺩ.ﺇ595 per night

Superhost

Guesthouse in Boynton Beach

4.89 out of 5 average rating, 153 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.

Oct 21 – 28

ﺩ.ﺇ589 per night

Guest favorite

Guest suite in Lake Worth

4.9 out of 5 average rating, 478 reviews

The Garden Suite at the Historic Chateau Bleu

The luxurious garden suite at the Chateau blue is the relaxing getaway that you have been looking for. Our romantic haven is nestled in a lush tropical garden where you will find your tranquil connection with nature. The rustic/elegant interior combines comfort with sophistication. Come surround yourself with the wonders of nature.

Jul 27 – Aug 3

ﺩ.ﺇ456 per night

Guest favorite

Apartment in Boca Raton

4.96 out of 5 average rating, 264 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.

Aug 8 – 15

ﺩ.ﺇ362 per night

Guest favorite

Condo in Deerfield Beach

4.91 out of 5 average rating, 117 reviews

Deerfield Beach Condo - WiFi-TV-W/D

Live the Beach Life! Beautiful, newly remodeled one bedroom unit available in Deerfield Buccaneer. One minute walking distance to the sand. Surrounded by great restaurants & nightlife! Unit is completely tiled, has a new kitchen with granite, and is completely furnished. The building has an elevator, a beautiful pool and spa.

Oct 14 – 21

ﺩ.ﺇ515 per night

Guest favorite

Apartment in Delray Beach

4.95 out of 5 average rating, 124 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.

Sep 30 – Oct 7

ﺩ.ﺇ889 per night