House vacation rentals in Holmes Beach

A spacious living area is filled with natural light from large windows. A comfortable sectional sofa is arranged with decorative pillows, complemented by a wood coffee table at the center. Two soft reclining chairs are positioned nearby, contributing to the inviting atmosphere.

5 out of 5 average rating, 15 reviews

Summer Discount Rates- steps to the beach.

This home is an original 1959 home in a quiet residential neighborhood. It has been pristinely maintained. It is one house from the white sand and blue waters of the Gulf of Mexico with a private beach access. The beach in this area is more private. This home is also one street over from a shopping area with restaurants, post office, bank, bars, and shopping. It has a beautiful yard and fenced back yard. Enjoy your evenings in the outdoor living area with friends and family around the fire pit.

The image depicts a bright, two-story beach house with light blue siding, surrounded by palm trees and lush greenery. A white picket fence lines the front, offering a sense of privacy. The sky is clear with soft clouds, conveying a tranquil coastal atmosphere.

5 out of 5 average rating, 59 reviews

Luxury Home Steps to Quiet Beach on 78th St

No hurricane damage! Stylishly renovated top to bottom, our sunny beach house with 3/4 BR and 2 BA is 1.3 blocks (a 3 min stroll) from the beach. Perfect for one family or two small families, it's an incredible value considering its location and quality. The house has every thing you need for a great vacation, including a kitchen for serious cooks, Weber grill, dining deck, shaded patio lounge and lovely lawn. To see availability 12 months from now, use the website, not the app. VRC18-000181

A charming beach house is nestled among tropical palm trees, featuring a light grey exterior with white accents. The elevated design includes two garage doors and a spacious balcony, inviting natural light into the upper level windows. A sandy path leads to the entrance.

5 out of 5 average rating, 6 reviews

Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!

Enjoy the waterslide heated pool home! Perfect for adults & kids of all ages. Owner managed. This exceptional 4 bed, 6 & 1/2 bath vacation home is just a few steps away from the beach. To provide guests with an unforgettable experience, we have designed this house with a perfect backyard for entertaining & an incredible rooftop deck that offers stunning views of the Gulf! • Owner Managed • Rooftop deck • Private pool with waterslide & spa • Outdoor living space • Foosball/Ping Pong • Connect 4

A serene outdoor area features a heated pool surrounded by tropical landscaping. Light-colored pavers outline the pool, and large sliding glass doors lead to an inviting sunroom. Towering palm trees provide shade, contributing to the tranquil ambiance.

5 out of 5 average rating, 71 reviews

Private Luxurious Ground Level Home

"A Turtle's Nest" Anna Maria Island Luxurious Ground Level Private Home with Heated Pool. This 3 bed 2 bath home is 1 blocks away from the world class private beach of Anna Maria Island. Our private, tranquil beach home is an open concept, light and airy, beautifully furnished retreat. 5-8 min walk to Shopping, Dining, Bars, Pickle ball, Tennis courts, Basketball courts, Skate park, Playground and more. ***Early luggage drop off available for a small fee. Message owner for more details.

A charming beach house is surrounded by lush palm trees and tropical landscaping. The exterior features a light blue color, and balconies are visible on the upper level. A paved pathway leads to the front entrance, creating an inviting approach.

4.94 out of 5 average rating, 48 reviews

Anna Maria - 3 Bd 2 Bth-Heated Pool-Walk to Beach

Anna Maria Island - located in Holmes Beach within 5 blocks walking distance to beach, and even closer to restaurants, shops, etc. Heated Pool and All amenities provided including bikes(6), beach chairs(6), beach gear, and even a beach cart to haul it all. Ping Pong Table, Corn-hole, Smart TVs with free movies and HIGH Speed WiFi AZURE BLISS! Note: - Security device (video monitoring) at exterior front, side, and rear of property (front door, side gate, rear yard) - License # VRC21-

4.93 out of 5 average rating, 14 reviews

A spacious living area features blue leather sofas arranged around a plush blue pouf. Natural light enters through large windows, illuminating the terracotta tiled floor. A wooden staircase leads to an upper level, while a surfboard decorates the wall, adding a coastal touch to the space.

Home in Anna Maria

Bayfront Beach access with Heated Pool!

Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

A tropical backyard features a heated saltwater pool surrounded by palm trees and vibrant landscaping. Lounge chairs are arranged beside the pool, and an outdoor covered seating area with colorful chairs provides a relaxing retreat. A light-colored home stands in the background.

4.97 out of 5 average rating, 38 reviews

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart

Loggerhead is back and ready to welcome you! ️ Escape to the tranquility of Anna Maria Island in this charming 2-bedroom, 2-bathroom home nestled on a peaceful, secluded street. Relax in your private tropical backyard featuring a heated saltwater pool. You'll never need to worry about parking just steps from the beach, about a 4 minute walk. We provide everything for your getaway including beach essentials and a 6-person street-legal golf cart. Your perfect family paradise awaits!

A spacious pool area features a large, oval-shaped swimming pool surrounded by multiple lounge chairs. The light-colored patio is lined with tropical plants. A shaded umbrella stands near the seating area, complemented by the inviting blue exterior of the single-level beach house.

5 out of 5 average rating, 16 reviews

One Level Large Home 2 Minute Walk to the Beach!

Welcome to our Blue Grotto on the beautiful Anna Maria Island. We hope you will enjoy your stay in our 1850 sq ft beach house with 3 bedrooms and 2 baths. Our property features a living area and a full kitchen with dining area which makes it great for spreading out. Our little slice of heaven is perfect for family vacays, fishing or golfing trips or that annual girls trip! You are only 6 houses to the beach or right out the back door to the large pool (extra charge for heating).

A warm outdoor space features a heated pool surrounded by tropical landscaping. Comfortable black lounge chairs are positioned nearby, providing a relaxing area for guests. Soft lighting illuminates the space, creating a serene atmosphere in the evening.

5 out of 5 average rating, 49 reviews

Perfect Hideaway- Post Storms Better Than Ever!

COMPLETELY RENOVATED AFTER THE 2024 STORMS with new drywall, electrical, plumbing, cabinets, vanities, paint, appliances & furniture. Photos are new and show the house after repairs and renovation. This home is on a quiet, dead-end street & close to everything. It’s a perfect base for you to enjoy the laid back, Old Florida lifestyle of Anna Maria Island. Sandy Palms is managed by the owners who live in FL & are always available if you need anything during your stay.

A tranquil outdoor area features a swimming pool surrounded by lush palm trees and tropical plants. Two loungers invite relaxation beside the water, and a dining table is set for outdoor meals. Sunshine brightens the scene, enhancing the inviting ambiance.

4.98 out of 5 average rating, 160 reviews

Captain's Quarters at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love my place because of the high ceilings, the location, and the ambiance. It is located in the lush tropical paradise of Spinnakers Vacation Cottages. With a large living room, dining area and large master suite, it is perfect for couples, families (with kids), and furry friends (dogs, with a small pet fee). Captains Quarters also has Private patio!

5 out of 5 average rating, 5 reviews

Peacock Way by Duncan Real Estate

Welcome to Peacock Way! This lovely 1 bedroom duplex side is tucked away on quiet Peacock Lane for a fantastic island getaway with a private pool. The ground level cottage style rental offers a spacious living area with fully equipped kitchen and bistro breakfast area. The property sleeps a total of 4 featuring the king bedroom and the living room sofa that can convert into a full size sleeper. Enjoy all new furnishings after the recent complete remodel!