Vacation rentals with a pool in Hillsboro Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hillsboro Beach

Guests agree: these homes with a pool 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

G$30,190 GYD per night

Guest favorite

Condo in Deerfield Beach

4.85 out of 5 average rating, 143 reviews

The Island Nest, Behind Wyndham Resort on Beach!

The Buccaneer-Ocean Drive(A1A) on the Island .This sparkling clean beautifully furnished unit comfortably sleeps4(King or2 Twin beds &Queen sleeper)Full kitchen,heated pool,onsite laundry, free parking w/no need for car as beach,groceries,shops,nightlife &dining(15+)all within 1 Ocean side block along DBI’s award winning"Blue Wave"Beach. Rated one of FLA’s cleanest beaches! Steps to the viewable ocean scenery,fishing pier and mile of brick paved beachside walking under blowing picturesque palms.

May 25 – Jun 1

G$22,822 GYD 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

G$84,773 GYD per night

Guest favorite

Guesthouse in Boca Raton

4.99 out of 5 average rating, 216 reviews

"Stay Awhile in Boca Raton"

"Stay Awhile" offers travelers a boutique like experience. Our East Boca suite has a private entrance and is located a few minutes drive by car from epic beaches, restaurants and shopping. Our casual suite offers a comfy queen sized bed, a lounge area and a bistro style table for two, that doubles as a work desk. The roomy bathroom has double sinks and a very large shower that is epic. When booking, please be prepared to provide your first and last names of the guest/s and an address too.

Aug 8 – 15

G$20,466 GYD per night

Superhost

Condo in Pompano Beach

4.83 out of 5 average rating, 185 reviews

*REMODELED Beach Condo half a block from the ocean

Fully Renovated & Cozy Apartment #201 steps from the beach, intracostal & amenities. Views to the pool. Balcony. Spacious Corner unit located on the 2nd floor with lots of windows & natural light. Modern bathroom & kitchen with new stainless steel appliances To add comfort, you will enjoy: king size bed, Sofa Bed, Beach chairs. Travel & Play Crib for children, walk in closet. WiFi, Satellite TV, 2 TV's, Netflix, 1 parking space. Heated pool, Picnic & BBQ, Relaxing seating area & laundry room

Sep 15 – 22

G$24,007 GYD per night

Superhost

Condo in Pompano Beach

4.83 out of 5 average rating, 191 reviews

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

Sep 22 – 29

G$22,851 GYD per night

Guest favorite

Villa in Hillsboro Beach

4.92 out of 5 average rating, 12 reviews

Resort Villa, PrivateBeach, IntraCoastal Gathering

This villa resides within a classic S FL private resort -- Royal Flamingo Villas -- that fully-spans Hillsboro Mile (A1A) from the Atlantic Ocean to the IntraCoastal WaterWay. Guests conveniently enjoy the distinct features of both the ocean and IntraCoastal waterfronts. Within the resort property this villa is located on the west-half adjacent Hillsboro Mile. It is secluded from this road via lush tropical landscaping. SEE VIDEO FLY-OVER OF RESORT ON MAIN PAGE OF RESORT WEBSITE.

Jun 6 – 13

G$39,257 GYD per night

Guest favorite

Guesthouse in Deerfield Beach

5.0 out of 5 average rating, 14 reviews

Nanner Pool House

Nanner Pool House is a cozy 500 square feet space decorated by the artist Lawrence Chappe. Wether you're taking a vacation in South Florida, or traveling for work, this space will sure take care of you. Highlights: - Pet Friendly - Screened-in pool - Centrally located - Walking distance to restaurants - Close to the beach - Spacious backyard - Parking - Beach equipment included (chairs, towels, umbrella) - BBQ grill - Kitchenette - Dedicated Work Space - Walkable neighborhood

Jul 11 – 18

G$22,148 GYD per night

Superhost

Home in Deerfield Beach

4.81 out of 5 average rating, 124 reviews

Deerfield Beach Vacation Home

This newly renovated and spacious 3-bedroom, 2-bathroom home with a private fenced in yard and heated pool. Conveniently located in the Cove neighborhood which is less than 5 minutes from the beach. House includes putting green, pool table, grill, 3 TVs, washer/dryer and other amenities perfect for a family vacation. Less than 1 mile from shopping, grocery stores, Target, Walgreens, Starbucks and plenty of restaurants.

Sep 8 – 15

G$68,543 GYD per night

Guest favorite

Condo in Deerfield Beach

4.9 out of 5 average rating, 138 reviews

3 min walk to DEERFIELD BEACH, pier, and bars

Small modern unit that comfortably fits 4 people at most. We DO NOT accept request from recently joined members without any reviews, and non government ID verified with Airbnb. Laundry room is next to our unit in the building for guest convenience. We do not offer multiple bed sheets nor too many extra towels. PLEASE READ HOUSE RULES. No tolerance for people wanting to scam.

Jul 12 – 19

G$29,875 GYD 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

G$29,292 GYD per night

Guest favorite

Home in Deerfield Beach

4.95 out of 5 average rating, 186 reviews

Island Oasis Home in Deerfield Beach

Walk to the beach and enjoy your coffee watching the sunrise. Our beach themed home welcomes couples and families with a fenced in yard, beautiful pool, hot tub and tiki bar. Award winning beach, restaurants and shops all within walking distance.

Sep 24 – Oct 1

G$108,057 GYD per night