Beach house holiday rentals in Holmes Beach

Beach access! Private Pool! Whole house 2 Kitchens

This PRIVATE oasis has beach access off the pool patio, just a 2 minute walk down the shell lined Beach Trail! Boasting full remodel in 2025 with two kitchens & PRIVATE POOL, outdoor shower & multiple patio areas! Located on the beach side of Gulf Blvd, we are a fan favorite among returning guests who enjoy many restaurants within walking distance! Four parking spaces included at no additional charge. Dock your boat just 3 blocks away at Harborside Marina! Golf cart rental also available nearby.

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home.Sand,sun and ocean breeze are waiting for you.Our modern Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three story house with nice and private backyard,heated pool,hot tub and beautiful rooftop.We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quite neighborhood and walking distance from restaurants,bars and stores. BTR#209

Breakfast wDolphins! Private waterfront POOL

Nice vintage 1950's cottage in a quality beach residential neighborhood. See dolphins & seasonal manatees & nature watch from the dock. Rent kayaks & explore or book a poolside massage, an experience like no other at this peaceful paradise! 10ish minute walk to beach access. All new furniture Jan. '25! There are very few of these waterfront cottages left! Please scroll down to full House Rules tab & extend the tab for more info on booking, guest, & pet requirements /house care. Thanks! BTR1925

Waterfront Indian Rocks Beach Gem

Premier location in the popular beaches of Tampa Bay/ Clearwater area. -Five minutes walk to the popular Indian Rocks Beach -Amazing water views and lots of natural light -Private heated Swimming Pool & Spa -Kayak for two and 2 stand boards - 2 Bikes -Gaming Room with PS5 & Nintendo switch, 2 car driving sets -Gym - Billiard, Ping Pong table, Fossball and accessories -TV in every room-Disney, Prime, Netflix, Max, Hulu -Projector at the pool -All beach needs -Fishing rods - Grill - Al Amenities

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

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!

7 Doors Down by Duncan Real Estate

This casual and comfortable three-bedroom duplex comes with a private, heated pool. And proximity to the beach with no streets to cross to reach the beach access! A convenient location close to the heart of Holmes Beach is the perfect choice for vacationers to relax and unwind when visiting Anna Maria Island. With coastal decor, an open floor plan, and a fully updated kitchen with stainless steel appliances this lovely duplex is perfect for enjoying time with the family.

Creekside Paradise I

The 1970 sqft living space hosts 3 bedrooms, 2 bathrooms, an open living room with attached ‘library’, a dining area, as well as a fully equipped kitchen. From the caged pool area you have a view of the North Creek and our Boat Dock. The pool can be electrically heated and measures 32.80ft in length/13.12ft in width. You enter Creekside Paradise I thru the attached 2 car garage, where you can find the beach equipment (chairs, umbrella, cooler).