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Martha's Vineyard Holiday Vacation with Pools

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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 50G Spend an unforgettable summer on the beaches of Martha's Vineyard when you retreat to this two-bedroom townhouse, a charming Oak Bluffs escape with a private deck, a shared swimming pool and tennis courts, and easy walking access to downtown and nearby beaches. Please be aware this...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Island Inn - 32G Coastal comfort awaits at this lovely Martha's Vineyard condo, tucked only a few minutes by foot or car to the island's famous beaches! And with amenities ranging from tennis to golf and a shared outdoor pool, there's no better way to treat yourself to a perfect getaway. Part of...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 40G A memorable vacation awaits you on Martha's Vineyard, and this two-level townhouse is the perfect place to stay! You'll have everything you could hope for with a shared pool, tennis courts, and the beach all within easy reach. Please be aware this rental has a unique layout, with...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Island Inn - 51G Find summer sunshine and cool ocean breezes at this two-bedroom Oak Bluffs escape, a well-appointed townhouse at The Island Inn on Martha's Vineyard with a private deck, easy walking access to beaches, and shared resort amenities that include an outdoor pool and tennis courts....
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Island Inn - 16D Come fill your days with relaxation, beauty, and memory-making fun when you book your trip to this seaside Martha's Vineyard condo. Featuring shared amenities like a pristine pool, community tennis courts, and lushly landscaped ground, this vacation getaway offers up to four guests...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 36G Planning a Martha's Vineyard getaway with your friends and loved ones? You can't go wrong with this charming first-floor studio condo! Part of the Island Inn community, this cozy condo includes access to three shared tennis courts and a shared outdoor pool, not to mention all of...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Island Inn - 12D Searching for your family's new favorite Martha's Vineyard getaway? This first-floor Island Inn condo may be your answer. Access to the pool, tennis court, and grilling area means you'll never run out of ways to relax. Plus, this studio double's location near the shore and...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Island Inn - 8C Whether you're lounging on the lawn next to the shared pool or curled up with a book in the bright living room, you'll love your stay at this dog-friendly first-floor condo in the Island Inn at Martha's Vineyard community. Bring your tennis rackets along for a match on the grounds'...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Island Inn - 4B This studio-style condo is an excellent choice for travelers wanting to enjoy outdoor activities and a conveniently located home base while in Martha's Vineyard. You'll have amenities like a shared pool and tennis, as well as easy access to beaches, golf, and parks. This condo is...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 41G Make your next visit to Martha's Vineyard everything you hope for by staying in this charming two-level townhouse close to the beach! Not only will you have plenty of room for everyone to spread out, but you'll also enjoy access to a shared pool, deck, on-site tennis, and more!...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Island Inn - 6B This convenient first-floor studio is ready and waiting to make your Martha's Vineyard vacation memorable with a shared pool and tennis, as well as easy access to the beach. And it's dog-friendly, too, so bring along your canine family members for a small nightly fee! You'll be...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The Eliot Noyes Surround yourself with mid-century style at this four-bedroom Chilmark getaway, a beautiful and iconic Martha's Vineyard home with a private pool and an oceanview deck just a short drive from the beach. Designed by the famous architect Eliot Noyes, this 1960s home was once...
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    Menemsha, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 37G A family-friendly Martha's Vineyard getaway is within reach when you book this first-floor condo suite, which has one bedroom, a separate sleeping area, and room for up to six guests. Featuring on-site amenities including tennis courts, a shared pool, and a barbecue area, in...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Island Inn - 23F Perfect for couples or close friends, this first-floor Island Inn condo has everything you need for a fantastic trip to Martha's Vineyard! Enjoy on-site perks like a shared pool and tennis courts, or venture out to experience New England's beaches, shops, and restaurants. You...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 30G Treat yourself and your loved ones to an unforgettable Martha's Vineyard getaway with this charming Island Inn condo! With a broad range of amenities, including a shared swimming pool, three tennis courts, and a great location just half a mile to the beach, this lovely vacation...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Island Inn - 34G Choose the ocean breezes and sunny skies of Martha's Vineyard for your next New England getaway, and book your stay at this charming first-floor condo suite at the Island Inn! Boasting an incredible array of amenities, including on-site tennis, a shared outdoor pool, and a great...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 21E Show your loved ones an unforgettable trip to Martha's Vineyard with this cozy cottage. You'll enjoy perks like a shared pool and tennis, as well as a prime location for exploring this gorgeous slice of New England. This standalone cottage for six is part of the Island Inn, a...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Island Inn - 49G Fulfill your dreams of a summer vacation on Martha's Vineyard at this deluxe townhouse suite at The Island Inn, where you'll enjoy a private deck, easy walking access to the beaches of Oak Bluffs, and shared on-site amenities that include a swimming pool and tennis courts. This...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 29G Discover Martha's Vineyard from this charming first-floor condo suite in the Island Inn community. With free WiFi, a well-equipped kitchen, shared swimming pool access, tennis courts, and a picnic and BBQ area, up to six guests are sure to have an unforgettable time at this rental....
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Island Inn - 5B Head to Martha's Vineyard and make this dog-friendly, studio-style condo for your home base and enjoy a stress-free vacation complete with a shared pool and tennis and easy access to golf and the beach. If you love the beach, you'll be able to get there on a moment's notice with...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 28G This one-bedroom Martha's Vineyard condo features free WiFi, a furnished patio, fireplace, kitchen, and room for up to six guests. Visitors will also enjoy access to several on-site amenities including a shared outdoor pool, tennis courts, and picnic area. Golfers will be...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Island Inn - 1A Ready for an unforgettable vacation to Martha's Vineyard? Choose this cute two-bedroom condo and enjoy a shared pool and tennis courts, as well as close proximity to golf and beaches! You'll be situated within the Island Inn community at the edge of the Farm Neck Golf Club....
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Island Inn - 48G Spend the summer in one of New England's most desirable beach towns when you escape to this Oak Bluffs townhouse. You'll enjoy a private deck, shared resort amenities that include an outdoor pool and tennis courts, and walking access to beautiful ocean beaches. Please be aware this...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Island Inn - 7C Fall in love with Martha's Vineyard during a stay in this lovely first-floor suite by the sea! You'll have access to the grounds' shared pool, BBQ area, and more. Plus, you're only a short drive or a leisurely half-mile walk away from the gorgeous shore. The family dog is also...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Island Inn - 25F Get ready for a truly memorable vacation in Martha's Vineyard at this cozy studio condo within the wooded Island Inn community. During your stay, enjoy access to a shared pool, tennis courts, and a picnic and BBQ area. Take a short stroll over to the beach to watch the sunrise...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Island Inn - 22F Show your special someone or your family the relaxing New England retreat they deserve with this first-floor condo at the Island Inn at Martha's Vineyard! You'll enjoy a shared swimming pool, nearby golf, and easy access to shopping, dining, and the beach. You and your...
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    Oak Bluffs, Martha's Vineyard 02557
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    Island Inn - 39G A family-friendly Martha's Vineyard getaway is within reach thanks to this charming one-bedroom vacation rental! Standard home conveniences and exceptional on-site amenities, including a shared pool and tennis courts, ensure that this comfy condo will be a dream come true for your...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Island Inn - 10C Reserve your spot at this charming condo to experience the best of Martha's Vineyard! Spend as much time as you'd like at the property's shared pool, grilling area, and tennis courts. Plus, the beach is right around the corner. Golfers will be delighted to find the gorgeous Farm...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Island Inn - 9C Settle into this cozy first-floor condo and prepare for a wonderful Martha's Vineyard getaway! You'll have access to the property's pool, grilling area, and more. The condo's interior, which includes a private bedroom and bathroom, is newly refurbished and feels like home. Stroll...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Island Inn - 3B If it's time for your next getaway to Martha's Vineyard, make this dog-friendly studio-style condo your home away from home, and enjoy a shared pool and tennis, as well as close proximity to the beach and golf. Golfers will be pleased to be staying right on the edge of the Farm...
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    Oak Bluffs, Martha's Vineyard 02557
    Condo/Apartment - 1 Bathroom, Sleeps 4
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Island Inn - 38G With access to resort amenities including a shared pool and tennis courts, this lovely first-floor condo is your ticket to a quintessential Martha's Vineyard vacation. You and your loved ones can relax in comfort and convenience at this one bedroom vacation rental, which is perfect...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Island Inn - 24F You and your loved ones deserve a peaceful getaway to one of the most breathtaking locales in New England. This first-floor condo at the Island Inn lets you make the most of Martha's Vineyard, with a shared pool, tennis courts, and nearby golf for when you return. A great...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Island Inn - 15D Escape the daily grind and fill your days with stress-melting relaxation when you book your next vacation to this newly renovated Martha's Vineyard condo. Guests will have access to shared tennis courts, a pristine pool, and a location that puts you just a short walk from the...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 46G Experience the wonders of Martha's Vineyard at this two-bedroom, two-floor townhouse, a bright island escape with a private deck, a wonderful location within walking distance of Oak Bluffs' beaches, and shared amenities that include an outdoor pool and three tennis courts. Please...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 33G Get ready to enjoy the best of Martha's Vineyard with a stay at this wonderful first-floor suite at the Island Inn! Located just half a mile from the beach, a stay at this rental also includes access to three tennis courts (with on-site professional lessons) and a shared outdoor...
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    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 14D Fill your next vacation with stress-melting amenities, picturesque grounds, and hassle-free adventures when you book your trip to this Martha's Vineyard studio. Featuring access to the pristine pool, community tennis courts, and of course the postcard-perfect beaches, stress won't...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 44G Wishing for a cozy place to stay on your next trip to Martha's Vineyard? Look no further than this deluxe two-level townhouse, featuring a shared pool, tennis courts, and a convenient location close to the beach! At The Island Inn, you'll have access to shared amenities like a...
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 19D Perfect for couples or close friends, this second floor Island Inn condo is the ideal home base for exploring Martha's Vineyard! From the sights of Oak Bluffs to perks like a shared pool and tennis courts, you'll have everything you need to make your next New England getaway...
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    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 26F Make the most of Martha's Vineyard at this cozy first-floor studio with a well-equipped kitchenette located within the charming Island Inn Community. Guests of this rental will enjoy access to a number of resort amenities including a shared, outdoor pool, tennis courts, a business...
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 2A If you're headed to Martha's Vineyard and are looking for a family-friendly accommodation, make this comfortable and convenient two-bedroom condo your home base and enjoy a shared pool and tennis courts, as well as the perfect location for easy access to in-town conveniences and...
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 45G Do beach waves and golfing on beautiful Martha's Vineyard sound like a great vacation to you? Look no further than this charming two-level townhouse with access to a shared pool, tennis courts, and proximity to the beach and neighboring golf course! Located on the scenic grounds...
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Washer
    • Cable/satellite TV
    • Grill
    • Balcony
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    30a Townhomes: C103 Make yourself at home at this upscale and dog-friendly getaway and start your Gulf Coast adventures off on the right foot! This charming vacation rental features a well-appointed kitchen with modern appliances to make cooking meals and preparing snacks a breeze, an two inviting...
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    Vineyard Haven, Martha's Vineyard 02557
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 47G Newly and beautifully renovated with a brand new bedroom layout, a new full bathroom, and a new sleeper sofa for your comfort, this Oak Bluffs townhouse will allow you to spend the summer on the sparkling beaches of Martha's Vineyard. This island retreat features a private deck, a...
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 11D Explore all Martha's Vineyard has to offer from the comfort of this lovely first-floor studio! From the shared pool to the shared tennis court, this property has so much to offer its guests. Plus, the excellent location near the ocean can't be beat! Tee off at the gorgeous Farm...
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 13D Fill your picturesque stay with stress-melting relaxation and beachside memories when you book your next retreat to this Martha's Vineyard studio. With on-site tennis courts, easy beach access, and a pristine community pool, this rental surrounds you with opportunities for fun and...
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 4
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 31G Coastal charm awaits in abundance at this lovely Martha's Vineyard condo! Located just half a mile from the glistening Atlantic Ocean, this island rental also includes a shared swimming pool, on-site tennis courts, plus modern conveniences like a flatscreen TV and free WiFi....
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
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    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Inn - 42G You'll find all you need and more for your next vacation at this lovely two-level townhouse on Martha's Vineyard. Relaxation is never far away with a shared swimming pool, tennis courts, and an easy stroll to the beach! The family dog is also welcome to join you here for an...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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