
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.

Mansion with Heated Pool Near Ocean
Welcome to one of Plymouth’s largest vacation homes, offering 4,000 square feet of comfortable living space and a heated pool for summer relaxation. The open floor plan provides plenty of room to unwind, whether you’re enjoying a meal together or lounging by the pool. Why You’ll Love It - Every room has its own bath — rare for a house of this size. - A truly large home with space for up to 12 guests (breakout space for kids/teens + adults). - The heated salt-water pool and expansive pat

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 6/20-9/15/26. The reviews tell all!

Sea Salt Studio - Steps to Glendon Rd Beach
Funky studio (Unit #1) only 175 yards from a white sand beach on Nantucket Sound. 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.

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!
Stunning in-ground pool HEATED in May, June, Sept, Oct only. Pool is opened in May! 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. 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!

Mary's Cape Escape
!!WORLD CUP ATTENDEES WELCOME!! This one-bedroom condo is the perfect home base for a classic Cape Cod vacation. This condo is close to beaches and everything the Cape has to offer. Walk across the street and rent a kayak or SUP on the Bass River. Or walk to several restaurants nearby. Feeling adventurous? The nightlife at Hyannis is a short ride away and Provincetown is about 40 minutes away. Pack your bathing suit and flip flops and get ready to enjoy the charm of The Cape!

Cottage at the Escape Inn
Guests will have a special experience as this cottage provides a fireplace. Featuring a private entrance, this air-conditioned cottage is consisted of 1 living room, 2 separate bedrooms and 1 bathroom with a bath and a shower. The well-equipped kitchen features a stovetop, a refrigerator, a dishwasher and kitchenware. The spacious chalet offers a tea and coffee maker, a seating area, a wardrobe, a sofa, as well as a flat-screen TV with cable channels. The unit offers 3 beds.

The Holly Cottage
Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

Great Location. Near Beach & Main Street. Unit M1
Our home-away-from-home accommodations include this charming studio with lawn space, a private deck with outdoor furniture and a gas grill. The cottage is comfortably furnished and features a small kitchen. This cottage has a queen bed and a table with sitting area. The kitchen is nicely updated with updated with beautiful granite countertops and stainless steel appliances including an stove/oven, microwave, mini-fridge, toaster, coffee maker. Keurig, and kettle.

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

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Harwich Haven: Pool & Fire Pit

Harwich House: Private Pool, Game Room & Putt-Putt

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

Modern Cape, Private Heated Pool, Beach, Golf

Centerville Oasis, Heated Saltwater Pool!

The Plymouth Pool House

Renovated ranch with pool access
Apartment rentals with a pool

Cozy Studio Just Steps Away From the Beach!

1BR 2nd Floor Condo with pool

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

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

Stylish & Modern Studio Condo - Steps to the Beach

Hidden Hideaway

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Mid Cape Cod, 3 Season Haven by Bass River
Other holiday rentals with a pool

Oceanfront location with amenities

Home in Falmouth ~ 5 min drive to beach

Mashpee Manor Pool House

Pool Condo Near Mayflower Beach Sleeps 4

Sunny Cape w/Private Pool, Steps to Private Lake

Ocean Edge Townhouse/Pool Access

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Large Home Heated Swimming Pool Private 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 £52 per night before taxes and fees

Verified guest reviews
Over 2,520 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 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
- Beachfront rentals Hyannis
- Family-friendly rentals Hyannis
- Rentals with outdoor seating Hyannis
- Rentals with a washing machine and dryer Hyannis
- Rentals with a hot tub Hyannis
- Rentals with beach access Hyannis
- Apartment rentals Hyannis
- Flat rentals Hyannis
- Pet-friendly rentals Hyannis
- Beach house rentals Hyannis
- Rentals with a fireplace Hyannis
- Rentals with a firepit Hyannis
- House rentals Hyannis
- Cottage rentals Hyannis
- Rentals with a patio Hyannis
- Waterfront rentals Hyannis
- Rentals with pools Barnstable
- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- New Silver Beach
- Pinehills Golf Club
- Sandy Neck Beach
- South Shore Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Lighthouse Beach
- Popponesset Peninsula
- Cape Cod Inflatable Park
- Saquish Beach
- Nauset Beach
- Race Point Beach
- Skaket Beach
- Sea Gull Beach
- Marconi Beach
- Sandwich Glass Museum




