Holiday rentals in Bay Harbor

5 out of 5 average rating, 18 reviews

New! Beachfront | Hot Tub & Fire Pit | Sleeps 10

Relax with the whole family or group of friends at this newly renovated coastal retreat now featuring a hot tub and fire pit! The beachfront boho bungalow sleeps up to 10 people and was designed with the comfort of our guests in mind. Lounge together while taking in the expansive beachfront views from the covered deck upstairs or enjoy the privacy created by new louvered walls downstairs as you relax in the hot tub or by the fire pit watching a movie or the big game on the new wall mounted TV.

A light blue house stands elevated on stilts with a spacious deck, surrounded by a white picket fence. Lush green grass is visible underneath, and neighboring houses can be seen in the background against a clear, blue sky.

4.99 out of 5 average rating, 141 reviews

Palapa Family Tides king suite Elevator Gated safe

You will escape the pressures of life while bringing your family and friends to this beautiful property with ocean views, just a minutes’ walk to a quiet neighborhood beach. Enjoy soothing sounds of breaking waves as you watch the sunset on a covered patio that protects you from the hot sun and rain Fully enclosed gated property has secure latches, very family friendly Spacious 3 BR/3BA and elevator HOA Swimming pool and kiddie pool open Memorial Day to Labor Day Registration: GVR13836

4.96 out of 5 average rating, 112 reviews

Beachfront + Hot Tub | Fireplace | Putt-Putt | Pet

Welcome to Kokomo—your bright, beachy escape where the moment you open the door, you feel “right at home.” Guests consistently describe the space as airy, comfortable, and beautifully decorated, with unbeatable ocean views that instantly confirm you picked the right place. Spend mornings sipping coffee to the sound of waves, afternoons on long beach walks, watching the sunset from the deck and evenings soaking in the hot tub or gathering by the fire pit—easy, peaceful, and effortlessly relaxing.

A three-story beach house is presented, featuring a raised design on sturdy pylons to elevate it above the ground. Spacious porches wrap around the upper levels, and stairways provide access. The exterior is constructed of light-colored siding, complemented by a clear, blue sky overhead.

4.99 out of 5 average rating, 199 reviews

BEACHFRONT BEAUTY w/ 4 KING BEDS ULTIMATE Getaway!

Perched along the Gulf on a quiet stretch of beautiful beach, this 4BR/3BA gem promises a dreamy coastal getaway. Take in the vista from the sun-drenched living area, where fine furniture and fixtures create an elegant atmosphere. Three tranquil suites and a guest bedroom offer plenty of privacy. Two balconies and a covered patio offer ample outdoor space. Follow your private boardwalk to pristine white sand and emerald waters, then return home to enjoy a cookout on the covered patio at sunset.

An outdoor lounge area is featured with a large sectional sofa, accented by soft cushions and a coffee table. Warm string lights hang overhead, creating a cozy vibe. A natural area rug lies underneath, and a potted plant adds a touch of greenery to the setting.

4.89 out of 5 average rating, 35 reviews

BBQ Patio Area+Comm Pool+Games | Beach Soulcation

Welcome to Beach Soulcation by Soulcation Collective, designed for families and friends to slow down and reconnect. Just a short walk from the beach, enjoy Gulf views, gathering spaces and games for all ages. Spend your days in the sun, then come home for family dinners, evening conversations on the deck, and quiet nights under the stars. Split-level layout includes a private downstairs guest suite with its own exterior entrance, giving larger groups extra privacy while still sharing one home.

The exterior of a spacious two-story home is visible, featuring a covered balcony and a wooden deck. Palm trees are situated in the yard, which is bordered by a waterway. Outdoor seating is arranged on the patio, offering a comfortable area for relaxation.

4.97 out of 5 average rating, 59 reviews

Terramar canal great views, beach, kayaks, fishing

Our gorgeous 3 bedroom / 2 bath home sits on a huge basin in West Bay, with 160 feet of waterfront in the Terramar community. The property sleeps 9 and is perfect for a 2-family getaway, couples weekends, or a group of friends looking to enjoy some time away from home. A luscious nature preserve on the other side of the basin provides frequent visits from unique birds, as well as totally unobstructed views of the sunset. Located just a short walk from Terramar Beach! Key Access provided to pool

Superhost

4.66 out of 5 average rating, 44 reviews

Poetic Peace by the Beach

This adorable crisp clean cottage will provide you with vacation memories you deserve. It is a 10 minute walk or 2 minute drive from the white sand beach and a 5 minute walk or 1 minute drive to the Bay for fishing or boating. This home is dressed in comfortable decor and furniture. The kitchen is fully stocked and equipped with all the conveniences to prepare a delightful meal. There is private parking for your boat and 4 cars. This home will also accommodate guests with physical challenges.

5 out of 5 average rating, 10 reviews

Beachfront | Swim Spa | Game Room | Sleeps 15

Standing boldly along the shoreline, Beachfront Ramada is a vibrant landmark against the blues of the Gulf. This four-bedroom, three-and-a-half-bath beachfront retreat sleeps up to 15 guests and delivers an experience that feels equal parts refined coastal escape and modern-day seaside playground. With beach views, direct access to the sand, and expansive indoor–outdoor layout built for connection, this home is designed for effortless entertaining, comfort, and unforgettable days by the water.

4.89 out of 5 average rating, 61 reviews

Bay Harbor Beauty! Spectacular views!

West end cottage with fabulous views of water, steps from bay & quick walk to beach. Decks galore provide both sunrise & sunsets vistas. Completely remodeled & classic nautical decor provide all you could want in a vacation home. Well stocked kitchen, separate utility room w/full size washer/dryer. Outdoor dining areas, spots for sunbathing, or just relaxing while enjoying the peaceful, quiet vistas. Whether you're a fisherman or beach babe, you'll love 3 GULLS!

The exterior of a two-story beach home is showcased, featuring a spacious porch with several chairs. The house is elevated on stilts, surrounded by sandy ground and grass. Palm trees and nearby homes are visible against a clear blue sky.

4.92 out of 5 average rating, 97 reviews

Fully fenced home w/ beautiful views and POOL!

Fully fenced home with shared Pool and nearby Beach access! 3 Bedrooms and 2.5 baths. Enjoy your stay in this beautiful home with your family and friends just a short distance from Terramar beach - quiet & calm -perfect for sunrise and sunset views. Sip coffee (or margaritas) from any of the 3 balconies listening to the sound of the waves. Enjoy a day on the beach with your family and friends then a take a dip in the shared pool directly behind Casa Azul!

A serene sunset is captured over open fields, with shades of orange and pink blending in the sky. A deck railing frames the view, while a lounge chair sits invitingly on the wooden deck, offering a space to enjoy the tranquil landscape.

4.96 out of 5 average rating, 89 reviews

Pelican View West/Gulf and Bay View

Relax with the whole family at this peaceful getaway less than a 5 min. walk from the Gulf. Enjoy constant views of the ocean and sea breezes on our massive deck. Get out of the sun below deck while sipping something cool at the outdoor bar. Large yard calls you to throw a frisbee, football, or play a round of croquet, then relax while dinner cooks on the grill. Huge kitchen invites a shrimp boil, followed by a long soak in our jetted master bath tub.

Superhost