
Vacation rentals with a pool in Fenwick Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Fenwick Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

3 BR Waterfront Home, Minutes to the Beach
Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

Dog friendly| community pool | gym| kayak| bayside
Welcome to your ultimate family beach escape! Nestled near Fenwick Island this 3 BDR 2 BTH home offers everything you need for a memorable vacation. Unwind with cocktails at the tiki bar, toast marshmallows around the fire pit, or make a splash in the refreshing pool. Stay in shape at the on-site gym, ensuring your fitness routine doesn't miss a beat. With its prime location just moments from the beach and an array of amenities this bayside retreat promises an unforgettable vacation experience.

Cozy Beach Escape Mallard Lakes Resort Amenities
Located in the peaceful Mallard Lakes community just minutes from Fenwick Island, Ocean City, and Delaware Beach. This relaxing coastal retreat in Mallard Lakes combines resort-style amenities with the comfort of home — perfect for family vacations, couples getaways, beach weekends, and remote work stays. Why Guests Love Staying Here Less than 3 miles to the beach 2 pools + tennis courts Family-friendly layout Dedicated workspace + fast Wi-Fi Self check-in Outdoor shower after beach days

Beach house on lake!
2 miles from the beach in a complex called Mallard Lakes in Fenwick Island, DE.Close to great views, restaurants, beach, and family activities.Bird watching outside screened-in porch, fishing, crabbing, two outdoor pools/hot tub (open Memorial Day-Labor Day), tennis, volleyball and basketball courts, tot lot, horseshoe pit, shuffleboard, grilling area and a shopping center across the street.Free water aerobics, outside shower, fireplace, umbrella and chairs for beach, comfortable sofa bed.

Lovely beach-front condo with pool and views
Kick back and relax in this calm, stylish space. This one-bedroom condo is the perfect space for 1-2 couples, or a family. You have floor-to-ceiling beach views, plus amazing sunrises and sunsets from the two separate balconies. The kitchen is well equipped to cook every meal, or eat out at Ocean City's many restaurants. Your stay also comes with 4 pool passes for accessing the onsite seasonal outdoor pool (viewable from the unit) and access to the building’s tennis/pickleball courts!

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

Beachfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

Fenwick Island Sunset Retreat
Charming Coastal Retreat with Breathtaking Open Bay Views Welcome to East of the Sunset. Located on the state boarder where Fenwick Island DE meets Ocean City MD. With 2 spacious bedrooms (king, queen, ), there's plenty of room for everyone to relax. The property offers fantastic on-site amenities, including a pool, tennis, and pickleball courts, ensuring endless fun during your stay. Close to the Beach, Restaurants, waterpark, mini-golf and everything at the beach.

Spacious Bethany Beach Retreat Pool Pickle Ball
Fully Equipped, all you need is a beach towel! Listed as one of Delaware's top Airbnb's! This is a perfect get away for family and friends. The beach is 1.5 miles away and the amazing pool is a 2 minute walk. The kitchen is fully equipped and the patio and yard add space for your stay. Tennis and Pickleball court access. Linens included and everything you may have forgotten. Families and friends return again and again to make memories.

Beach House on the MD-DE Border of Ocean City!
This spacious home is the perfect destination for your next vacation. With its prime location just across the street from the beach, you'll have easy access to the sun, sand, and surf Whether you're looking to enjoy a day of sun and sand, explore the local cuisine, or shop till you drop, our location's easy bus access makes it a breeze to navigate Ocean City and experience all of its offerings

Cozy, updated condo. Pool, tennis, walk to beach.
NEW KITCHEN FOR 2025! Updated 2 bedroom condo in quiet beautifully maintained community, with screened in porch overlooking zen-like garden. Quick walk to beach, plus a resort style pool and tennis court. New furniture, beds, carpet and paint. Brand new kitchen in 2025, updated bathrooms, and super clean!
Popular amenities for Fenwick Island rentals with a pool
House rentals with a pool

Cozy Bethany Beach Retreat

Cozy beach home away from home!

Low Tide Hideaway

Beautiful Beach House in Rehoboth

Ocean Breeze

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

Still planning? Look no further!

New Modern Beach Home, Close to Beaches
Condo rentals with a pool

Luxe Oceanfront 1BR | Pool, Hot Tub, Sun Deck

Steps to Beach, Pool, Family Friendly with Linens

Cozy oceanfront condo with stunning ocean views

Beautiful waterview 2B condo w/Dock&Close to Beach

Oceanview Oasis with 2 private balconies

Oceanfront Bldg.| 2 pools | Tennis | Game Room

Love Above the Waves-OceanView/Rooftop Heated Pool

Gone Coastal *Pool* Bayside with view* Top Floor
Other vacation rentals with a pool

Renovated townhouse 2 miles to Ocean City/Fenwick!

Oceanfront Oasis: Sunrise Balcony, Pool and Beach!

Coastal Cozy “Your relaxed retreat at the beach!”

Stunning Luxury Bayfront Escape

Oceanfront•Sunrise Views•Pool•Private Balcony

2BR Condo | 1st Floor | N Ocean City | Pool

A Wave From It All

Stunning Coastal Retreat Home!
Quick stats about vacation rentals with a pool in Fenwick Island

Nightly prices starting at
Fenwick Island vacation rentals start at G$87,882 GYD per night before taxes and fees

Verified guest reviews
Over 10 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Fenwick Island rentals

4.9 Average rating
Fenwick Island stays are highly rated by guests—averaging 4.9 out of 5!
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