Holiday rentals with a pool in Bethany Beach

Bethany Beach 1st Floor Sea Colony Resort Condo.

1st Floor Walk Out Ocean Front Condo! Come stay in Harbour House. Part of the Sea Colony complex offering all the amenities to make for a perfect vacation! Don't fight the crowds for parking and beach spots when you can stay at the Sea Colony resort and enjoy reserved parking and a private beach. Easy access to all the best that the Delaware and Maryland shores have to offer. Beach and Bay activities! Family events and activities! Tax-free outlet shopping! Tons of excellent food options!

Value · Location · View

Cozy Bethany Beach Retreat

Welcome to our home away from home! My husband and I have poured a lot of love into this place so that it can be somewhere that is welcoming for all. We value peace, tranquility and comfort and have a deep sense of connection to the beach and ocean. All year round, Bethany is a special place with great food and great people. We are an easy bike ride, walk or short 1 mile drive to the beach and about 15 minutes from Rehoboth, Dewey and Ocean City. We look forward to welcoming you to our home!

Value · Location · Pets

Fully Renovated Ocean Front Condo at Sea Colony

Overlook the ocean from this 3rd floor fully-renovated condo at Bethany Beach’s premier beachfront resort! This 2BR + office (w/ bunk bed) is well-appointed and has everything your family needs for a relaxing respite. Indoor and outdoor (seasonal) pools and a gym are located in the building with access to top notch tennis and athletic facilities throughout Sea Colony. Stroll to the Bethany Beach Boardwalk and come evening, watch the sunset from the balcony and toast to this coastal paradise

Location · Family · View

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

In town Rehoboth, with Rise Up and the boardwalk just a quick walk away, you'll love this home with a POOL AND HOT TUB (April-Oct). There's a ton of natural light, plus comfy queen and king beds, nice new linens, and more. Please note there is a security camera on the pool and in the pool equipment area for your safety. Dogs are allowed for a $75 fee per stay for first pet, $25 per additional (additional pet fee after the first will be billed after your reservation is complete). Maximum 3 dogs.

Value · Family · Wi-Fi

A Bethany Beach Gem 1.5 miles to Ocean Pickle Ball

Listed as one of Delaware's top Airbnb's this fully equipped condo feels like your own personal beach home! This is a perfect getaway for family and friends. The beach is 1.5 miles away and the pool a 2 minute walk. The kitchen is fully equipped for cooking and children. Sunroom with pullout bed and play area. Deck for relaxing. Tennis and Pickleball court access. Located 5 miles from Ocean City and Dewey, 10 miles to Rehoboth Beach. located n the Quiet Beaches of Bethany.

Value · Family · Condition

Ocean Views • Steps to Beach • Pool/Tennis/Pickle

Oceanfront 808 Annapolis House: Fully remodeled in 2025! This 8th-floor 1BR/2BA Sea Colony condo features breathtaking Atlantic views and all-new interiors. Sleeps 6. Access to 12 pools, private beach, world-class tennis, pickleball, and fitness centers. LINENS INCLUDED. Flexible cancellation policy. Minutes to Bethany Boardwalk & OCMD festivals. Managed by Sandy Steps for local support. Perfect for families & beach lovers. 25+ to book. Reserve your 2026 beach escape now!

Family · Value · Beach

Lewes Carriage House-Hamptons Style Pool & Hot Tub

Lewes Carriage House is a 5 Star, one-of-a-kind, architecturally designed luxury escape nestled on a 4-acre estate w/ resort style pool, grounds & private spa/hot tub. Perfect for private, romantic honeymoon & baby-moon escapes, anniversaries, as well as forest bathing & wellness retreats. - 5-10 minute drive to historic downtown Lewes, boutique shopping and Cape Henlopen State Park beaches. - Lush perennial gardens, an old-growth forest, native wetlands & 1-acre pond.

Family · Location · Air conditioning

Coastal Cottage! Walk to Beach!

Welcome to the Cottage at Saltwater Pines, a newly-remodeled 3-bedroom family home, walking distance to the beach and just blocks from downtown Bethany and the boardwalk. With a stylish interior, comfy beds, whole-house state-of-the-art audio system, and a covered pool, your getaway promises a memorable stay. Explore the pristine shores, vibrant boardwalk, and outdoor activities nearby. Book now for a coastal retreat filled with relaxation and fun!

Value · Location · Laundry

Waterfront Bethany Marina Escape

Exquisite Waterfront Property offering 3 impressive levels of living in this 2 bed, 3.5 bath townhouse. Located in the private community of Bethany Marina overlooking the Indian River Bay. This home has 2 large decks where you can enjoy panoramic views of the bay and amazing sunsets. We are approximately a 10 min drive from downtown Bethany Beach or the Delaware National Seashore.

Value · Location · TV

Sunshine By The Sea near Bethany Beach

Enjoy Southern Delaware and everything it has to offer in this stylish, family friendly condo located just 1.5 miles from the beach. Completely remodeled in 2022 and thoughtfully furnished to create modern, relaxing coastal getaway. Pool access 2026 Opens Memorial Day Weekend Closes TBD (through LDW possibly still open first week in September) Hours: 11am-7:45pm

Location · Value · Layout

Beautiful Beach House in Rehoboth

Modern spacious house in Rehoboth Beach with a large open floor plan on a quiet street. Five bedrooms/3.5 baths. Walk to town/beach - four blocks from beach right off Rehoboth Ave. Private pool with two levels of decks, grill and table/umbrella on top deck. Big open kitchen/dining/living area, over 3000 square feet of space overall.

Location · Value · Hospitality

Surf Shack with Private inground pool

New "surf shack" private beach cottage. Part of a restored 1940's cottage. Best sunset views around & just steps from your door! Close to Bethany Beach (6-10 minute ride) away from the noise of traffic & beach crowds. Within easy walking/biking distance of James Farm ecological park & beach. 2 adults and 2 children max capacity

Location · Family · Kitchen