Holiday rentals in Pleasanton

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Top-rated holiday rentals in Pleasanton

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Guest favourite

Cabin

4.97 out of 5 average rating, 222 reviews

Spa style cottage! Jacuzzi, Sauna, Pool, Views!

POOL HEATED MAY 1st! Stunning, detached cottage w/ higher end finishes. Endless views of mountains set on beautiful, peaceful, upscale property. Very close to regional parks for hiking. Quiet & set amongst over an acre of land with redwood, pine, & oak trees. Pool heated 81F May 1st-October 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (4000 sq ft) is shared with main house (small family of 4). Secured driveway gate.

Guest favourite

Guest suite

4.97 out of 5 average rating, 178 reviews

Award-winning ocean view luxury master suite.

Teaberry is a private entry 1,100 sq ft master suite addition to a mid-century modern house on a 2 acre wooded lot overlooking the northern San Francisco Bay in Tiburon, CA. Featured in Dwell (Sept 2018) with a spa-like bathroom winning design awards in Architectural Record, Interior Design Magazine, Architect Magazine (Jan ‘19). With stunning ocean views from every room, the private addition includes a bridge/hall, decks, bedroom and bathroom consisting of jacuzzi tub and large walk-in shower.

Guest favourite

Villa

4.9 out of 5 average rating, 254 reviews

The Blue Heron

Amazing creekside listing in vacation-ready Bel Marin Keys! Completely remodeled villa featuring stunning open space views! Come experience our beautiful sunrises and sunsets in a private and comfortable location for your family/group! Spacious Mediterranean interior with beautiful bamboo floors and stainless steel appliances! Kayak off your own private dock and explore the Novato Creek to the San Pablo Bay! Bird watch and spot a blue heron! Enjoy your hot tub on the deck! Coffee pods included!

Guest favourite

Home

4.93 out of 5 average rating, 393 reviews

Bright and Cozy Beach Cottage

Adorable private cottage. Bright and comfortable beautifully appointed. 2 bdrm, 1 bath full kit, Lovely private garden where you can relax and enjoy after a fun day at the beach. Let the waves rock you to sleep. Our Stinson Beach Seaside Village is a special beautiful place with close proximity to some of the best hiking trails. The Dipsea and the Matt Davis Trail are steps away. Enjoy our beautiful natural surroundings, beach and gorgeous coastline. The perfect place for a memorable getaway!

Guest favourite

Home

4.9 out of 5 average rating, 115 reviews

Luxurious 5BR Hot Tub Oasis w/Views Pool Table!

This home offers a peaceful yet fun environment to stay at with your friends, family, & or coworkers! It offers a awesome hot tub w/canyon views which is on a gorgeous deck that is lit with shimmering lights. The interior is spacious w/a great room where you can enjoy a space where everyone can watch tv, dine, and cook together. The location is scenic and peaceful yet conveniently located within 20 min to SFO airport and 25 min to downtown San Francisco. This home house 16 comfortably!

Superhost

Rental unit

4.89 out of 5 average rating, 347 reviews

Beautiful 1 bdrm Apt with Ocean Views and Hot Tub

Super safe neighborhood in San Francisco. It is residential and quiet. Gate to get in. Beautifully remodeled inlaw suite with private keypad entrance, one block from famous tile steps and blocks to dining options and Golden Gate Park. Bedroom has stunning ocean views. Unit is equipped with streaming enabled TVs, microwave/convection oven, electric stove, nest heat, towel warmers, washer/dryer, writing desk and chair, and more! Hot tub and fire pit! * “Not suitable for parties/events”

Superhost

Home

4.94 out of 5 average rating, 126 reviews

Socially Distant yet Closein; Meadow, Hot Tub, Pet

VR#111596 Seemingly remote & private yet so close to everything, single level home with massive deck on 2 1/2 acres backs to park and trails. The cook’s kitchen & herb garden overlook our meadow. The hot tub, outdoor living room & garden shower are just a few of the surprises you will uncover. The 350 heritage oak tree with 10,000 sq ft canopy is a magnet for wildlife. Ask about detached office if you need to work from home; the internet is great. Polite well trained pets OK.

Superhost

Guest house

4.85 out of 5 average rating, 628 reviews

Small Beach Cottage Near the Coastal Trail

This is the perfect place for a getaway near the beach. Tiny House provides you and your dog comfort and privacy in a quiet neighborhood close to the dog friendly Poplar Beach. We provide the basics to prepare small meals in our kitchenette. You have close access to miles of coastal trails, great shopping and dining in downtown (1 mile away). Ritz Carlton is just 2 miles South of us. The Harbor also has great options for dining. Many trails for hiking and biking very close by.

Superhost

Bungalow

4.86 out of 5 average rating, 257 reviews

Boutique Bungalow 1: Waterfront, SF Ferry, Napa

This vintage and historic bungalow is located in the waterfront, within walking distance to restaurants, amenities and a world class ferry service to San Francisco and a short drive to the world renowned Wine Country. Renovated by award-winning architects, this original tiny house(freestanding ) is your home away from home, while enjoying affordable 5-star premium boutique experience! The owners are, mom-and-pop, all time Superhosts with over 750 nearly 5 star reviews. Be My Guests!

Guest favourite

Guest house

4.91 out of 5 average rating, 303 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Guest favourite

Home

4.96 out of 5 average rating, 202 reviews

Brighton Beach Cottage, One Bedroom plus Loft

Just a short stroll from Sharp Park beach and hiking trails our large private spacious 1 bedroom plus loft is perfect for your next beach and hiking getaway. Centrally located in the desirable Sharp Park neighborhood of Pacifica, you can get to San Francisco, Half Moon Bay, hiking trails, golf, and beaches quickly and easily. A few minutes drive to Linda Mar beach, one of the best surf spots in Northern California. The cottage is a single-family home.

Guest favourite

Home

4.93 out of 5 average rating, 279 reviews

Luxury and Design- 200 ft or 1 min walk to beach

Enjoy nature & great design in one gorgeous location. We are 200 ft from beach. Rentals usually have 4 nt min stay (except for holidays). High season (Sept thru Mid Oct) has 5 nt min stay with check in days on Fridays (but ask if you want Thurs check-in) . Longer stays possible, just ask. Occasionally, we have a last minute deal (LMD) with shorter stays. Let us know if you want to be added to the LMD list.