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

Hyannis Port Coastal Escape – Pool & Walk to Beach
Welcome to "The Sand Box” in Hyannis Port, our Cape Cod Rental. We can’t wait to answer all your questions about our property! Our home is 4 bedroom, 2 full bath that was fully renovated in October of 2021. It’s walking distance to two beaches and central to many more across Barnstable. Lush outdoor entertainment area with an in-ground pool and patio with an outdoor gas grill. 5 minute drive from downtown Hyannis. It’s a fantastic getaway for 4 couples or for a whole family. Cert# C0457270200

CapeSearenity-Large Pool-Beach Passes-Family Fun!
Visit Cape SeaRenity–a stunning home w/solar heated pool and outdoor lounge, perfect for a memorable family vacation and a fabulous Cape Cod experience. Escape to Cape SeaRenity—a beautifully updated home near Barnstable Village with a pool, outdoor lounge, & stylish interiors. Minutes from beaches, shops, dining, & whale-watching. Enjoy a modern kitchen, game-filled garage, bikes & kayaks. With thoughtful design & ProHost® support, it’s the perfect base for exploring Cape Cod with your family.

Private Pool, near beaches, 3 BR/3 BA, Central Air
Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/24. The reviews tell all!

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath
This home was custom built in 2022, and is designed to provide comfort, luxury and loads of charm for the discerning vacationer. New construction with a nod to the Nantucket Sea Captain's houses of yesteryear. Professionally decorated and landscaped, offering every amenity you could possibly desire; from an in-ground, heated, saltwater pool (with electric cover), hot tub, outdoor shower, fire-pit, and even a cabana with a sink, refrigerator, and smart TV. Just a 3 min walk to private beach.

The Sea Salt Studio - Steps to the Beach!
Gorgeous studio (Unit #1) only 175 yards from white sand Glendon Road beach. Soak up the sun at the beach, relax by the pool or enjoy a relaxing cocktail on your own private patio. This studio is equipped with a fridge, microwave and gas stove as well as a fully stocked kitchenette and cable/Roku TV. A futon couch offers extra sleeping space, if needed. Outside, enjoy a natural gas grill. Walk or bike to multiple restaurants, ice cream shops and all the amenities Dennis Port has to offer.

Cape Cod Hideaway
Enjoy a bit of Cape Cod in a neighborhood of lush green trees , flower gardens, and a walking trail. Less than 1 mile from Centerville's shops and restaurants. Only 2 miles from Craigville Beach and its beachside walk up shanty’s for fresh seafood / burgers. Main street Hyannis is the "Hub" of the Cape and a quick 10-minute drive. Explore the many beaches and local fare by day and the lively clubs at night. Ocean docks, marinas, and ferries to the islands are a 10–15-minute drive.

Luxury Home w/ Salt Water Pool Overlooking Ocean
Welcome to your dream Cape Cod getaway! Our brand-new, fully renovated 4-bedroom, 5-bath luxury home offers breathtaking views of Buck’s Creek and Nantucket Sound, creating the perfect backdrop for your vacation. Inside, you'll find a stunning cathedral-ceiling living room designed for relaxation and gathering. The chef’s kitchen features a massive 15-foot eat-in island, perfect for family breakfasts or evening cocktails. Each of the spacious bedrooms offers comfort and privacy.

Harwich Haven: Pool & Fire Pit
Welcome to The Harwich Haven! This 4-bed, 3.5-bath retreat in Harwich, MA offers a spacious family room, modern kitchen, swimming pool, fire pit, two decks with outdoor dining, an outdoor grill, private fenced in yard, two newly renovated ensuite bathrooms with spa amenities and more. With easy access to beaches, restaurants, and shops, it's your perfect vacation getaway! Saturday to Saturday weekly rentals only July & August. 4 night Thursday to Sunday minimum in June.

Stunning Cape Home - Inground Pool, 5 Min To Beach
Stunning in-ground pool. Just 5 minutes from Craigville, Dowses and Covell's Beach! Perfect for mid-size groups or families, this home sleeps 8 and boasts a dreamy, private, fenced-in backyard w/ a, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. Conveniently located, we're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!
Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).

Renovated Cape Oasis W/ New Pool and Game Room!
10 guests · 4 bedrooms · 7 beds (including pull-out sofas) · 3 bathrooms · Private Pool · Game Room · 1 Mile to Beach Welcome to your perfect Cape Cod escape in Hyannis, MA! Located on a quiet cul-de-sac, this fully renovated vacation home offers the perfect mix of luxury, comfort, and fun. Enjoy a private, resort-like experience just minutes from the beach, Main Street, and all the best of Cape Cod.
Popular amenities for Hyannis rentals with a pool
House rentals with a pool

Modern Cape Cod home steps to beach; pool access!

Tranquil Home with Pool, Fireplace, and Game Room

ShoestringBayHouse, waterfront & pool in Cotuit

Modern Cape, Private Salt Water Pool, Beaches-Golf

Sunny Cape w/Private Pool, Steps to Private Lake

West Yarmouth beach house

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Sippewissett Forest Magic by the Sea
Apartment rentals with a pool

Cozy Studio Just Steps Away From the Beach!

Cape Cod Condo,Walk to Beach, near Nantucket Ferry

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Private 3bdrm Condo Tashmoo Woods

Hidden Hideaway

InnSeason Resorts Surfside

Condo in Falmouth MA
Other holiday rentals with a pool

Beautiful Mashpee Home with Pool

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

House on Cape Cod with pool close to beach

Our families slice of heaven

Sauna, Hot Tub, Walk to Beach -Seaglass Cottage

Walk to the beach or sit poolside! Updated studio!

Bright and Lovely Cottage With Community Pool

Home w/ golf view, salted heat pool, mins to beach
Quick stats about holiday rentals with a pool in Hyannis

Total holiday rentals
Explore 50 holiday rentals in Hyannis

Nightly prices starting at
Hyannis holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Hyannis holiday rentals include wifi access

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

4.8 Average rating
Hyannis stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with outdoor seating Hyannis
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- Rentals with pools Barnstable
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Island Park Beach
- Lighthouse Beach
- Minot Beach
- Nauset Beach
- South Shore Beach
- Town Neck Beach
- Inman Road Beach
- Ellis Landing Beach
- Nickerson State Park
- New Silver Beach
- Falmouth Beach
- Cape Cod Inflatable Park




