
Holiday rentals with a pool in Hyannis
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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.

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth
Modern 2nd floor 2 bed/2 full bath Ocean Edge condo located in the heart of Brewster with balcony overlooking the resort golf course. Access to OE resort amenities (additional fees apply). Easy access to Cape Cod Rail Trail. Scenic route 6A offers arts & crafts galleries, coffee places 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. 15 minute walk to Ellis Landing Beach, great sunsets! Central A/C and heat

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!

Rock on Wellfleet!
A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

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.

Barnstable, Relaxing, Great Location, Clean!
🏡 Charming historic home blends comfort, privacy, & a prime Cape Cod location, making it the perfect spot for your family retreat. ☀️ Spend your summer days swimming in the pool (open through Sept 9), cooking meals in the well-equipped kitchen, or exploring the area’s beautiful beaches, local breweries, and dining spots. 🌳 Our well-kept home sits on a full acre of land, bordering the Cape Cod Organic Farms, offering a peaceful and scenic backdrop for relaxation after a day of adventure.

Carolyn's Bass River Condo
This 600 Sq. Ft. condo is located on Bass River. This vacation unit has two levels. The upper level with balcony overlooking Bass River is a combination living room/dining area with a kitchenette plus a full bathroom. The lower level with access to patio is a bedroom with a Queen pillow top bed and a full bed plus a second full bath. Both levels have through the wall AC/heating units. The 18 unit condo complex has an outside heated pool which is open during summer season.

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.

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).

Cute Cottage Near Beach & Main Street 3BR/3BA (15)
Stay at a charming 3-Bedroom cottage in a beautiful setting within walking distance to Cape Cod's warm sandy beaches and Main Street Hyannis. Captain Gosnold Village is ideally located within a short walk from three of the Cape's best beaches and nestled between picturesque Hyannis Port and the vibrant atmosphere of Hyannis Harbor with its island ferries, sightseeing and fishing charters.
Popular amenities for Hyannis rentals with a pool
House rentals with a pool

Modern Cape Cod home steps to beach; pool access!

Beautiful Mashpee Home with Pool

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

Our families slice of heaven

Fenced Pool, Fire pit, Outside dining, Coffee bar

Sauna, Hot Tub, Walk to Beach -Seaglass Cottage

Mansion with Heated Pool Near Ocean

Home w/ golf view, salted heat pool, mins to beach
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!

Private 3bdrm Condo Tashmoo Woods

Hidden Hideaway

InnSeason Resorts Surfside

Condo in Falmouth MA

Beachfront Complex in Hyannis
Other holiday rentals with a pool

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Town House for Cape Cod fun, by Bass River.

1 bedroom apartment located 5 minute walk to beach

Getaway with pool

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court

New Construction Home with Pool in N. Falmouth

Bright and Lovely Cottage With Community Pool
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 $117 SGD 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!
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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
- Minot Beach
- Nauset Beach
- Lighthouse Beach
- South Shore Beach
- Inman Road Beach
- Town Neck Beach
- Ellis Landing Beach
- Nickerson State Park
- New Silver Beach
- Falmouth Beach
- Cape Cod Inflatable Park