Holiday rentals with a pool in Fenwick Island

5 out of 5 average rating, 6 reviews

Home in Bethany Beach

Stunning Coastal Retreat New Home!

NEW LISTING Stunning Coastal Retreat in Bethany Beach. Get ready for an Unforgettable Vacation with your family at our newly built 4bed/3.5bath, Boutique-Style Airbnb, only 1.6 miles to the Beach. Enjoy a perfect blend of comfort and style in this spacious coastal home featuring a fully-equipped modern kitchen, cozy living areas, large deck w/grill, screen porch and shared Swimming Pool. Steps away from miles of beaches, and scenic trails, your stay promises relaxation, fun and lasting memories

5 out of 5 average rating, 107 reviews

2BRCapri: Indoor Pool, Game Room, Massage Chair

ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

5 out of 5 average rating, 12 reviews

Family + Pet-Friendly Home Near Fenwick Island

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.

5 out of 5 average rating, 31 reviews

Home in Lewes

Lewes Carriage House: Unwind. Recenter. Indulge.

Lewes Carriage House offers a one-of-a-kind, architecturally designed boutique luxury stay nestled on a picturesque 4-acre estate. Ideally located just a 5-10 minute drive from downtown Lewes and Cape Henlopen beaches, the property offers the perfect balance of proximity and seclusion for romantic retreats, special occasions, or a unique escape. The grounds feature lush perennial gardens, an old-growth forest, native wetlands, and a serene 1-acre pond. Estate sized pool & private spa/hot tub.

4.9 out of 5 average rating, 20 reviews

Apartment in Selbyville

Bayside, Fenwick Island Condo

Beautiful, updated condo at the Bayside resort in Fenwick Island, DE. Only minutes from the beach and borders the Bay. Located on the border of DE and MD with easy access to Ocean City and all the beach towns including Bethany, Dewey Rehoboth, and Lewes. The Bayside resort offers an abundance of amenities such as golf, 4 outdoor swimming pools, indoor pool & fitness center, tennis & pickleball courts, hiking trails and more. PLEASE NOTE: Guest passes are $15 per person for resort amenities.

5 out of 5 average rating, 25 reviews

Coastal Comfort: 4BR 3BH House Pool & Rooftop Deck

Welcome to your dream beach getaway in Selbyville! Immerse in luxury at our modern 4BR home, where comfort meets elegance. • Stunning rooftop deck with panoramic views • Shared outdoor swimming pool for refreshing dips • Spacious kitchen with a large island, perfect for gatherings • Two master bedrooms, each with private bathrooms • Game room with ping pong & foosball • Much more! Start each day with breathtaking sunrises from the deck. Book now for an unforgettable beachside experience!

4.95 out of 5 average rating, 21 reviews

Anchors Away, Your Dream Getaway in Fenwick Shoals

Escape to our stunning, spacious 5-bedroom, 3.5-bathroom retreat in a gated community just 2.5 miles from the Fenwick Island/Ocean City beaches, nearby golf courses too. Our 3 story single family home sleeps up to 13. Over 3500 square feet, our house features a fully equipped kitchen, LR/DR, optional elevator, game room with pool table, slot machine, foosball, air hockey & more. Our beautiful single family home with the perfect blend of comfort & coastal charm the whole family will enjoy.

4.98 out of 5 average rating, 100 reviews

Waterfront | Walk to Beach | Pool | Quiet Location

3 Gulls & a Buoy was established in 2020 and is a highly rated waterfront condo in Ocean City's Hidden Harbour community. Highlights of your stay include: ★ Private balcony with serene water views ★ Outdoor pool ★ Prime Location ★ Fully equipped kitchen ★ Easy contactless check-in ★ Free Dedicated on-site parking ★ Wraparound canal-side docks ★ Central air conditioning ★ Washer and Dryer ★ High-speed WiFi ★ Two Roku Smart TVs with streaming options w/ Netflix ★ Board games ★ 2 Beach chairs

4.97 out of 5 average rating, 103 reviews

Home in Ocean City

Beach Oasis w/ King Suite + Outdoor Shower & Pool

Looking for a romantic weekend away? Planning a family vacation? Enjoy this entire bayside home in the quiet, coveted neighborhood of Montego Bay. This spacious 3 bed/2 bath retreat has it all!! Enjoy sunsets, steamed crabs, or coffee on the large porch picnic table or relax in the gliders with a cocktail under the twinkle lights! There is 2 car off-street parking & the community offers two public pools, tennis courts, trails, mini golf & is just a short walk to the beach & Northside Park!

5 out of 5 average rating, 74 reviews

Modern coastal beach home in West Fenwick Island

Welcome to Two Buoys At The Beach, a bright and beautiful open-concept home just 7 minutes from feet in the sand at Fenwick Island State Park. Our family-friendly beach house comfortably sleeps 10, with plenty of space to relax and unwind. Entertain with ease with a fully stocked kitchen, private gas grill, and furnished deck, and enjoy the outdoor shower after a day of fun in the sand or at our community pool. We hope you enjoy the quiet serenity of the Delaware beaches as much as we do!

Superhost

4.81 out of 5 average rating, 101 reviews

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!