Vacation Rentals in Holmes Beach, FL

This Holmes Beach beachfront condo, situated midway down Gulf Drive, is just 60 steps from the sand and a short walk from shops, restaurants, and the free Monkey Bus trolley to Bridge Street and Anna Maria Island City Pier.
This 120 square metre, two-bedroom, two-bathroom apartment sleeps four, offering a king-size bed in the master and full/twin beds in the second bedroom, plus amenities including a heated pool, BBQ, two lanais, beach equipment, and two-car parking.

This Holmes Beach residence is situated 1 block from the island trolley, behind the marina offering bay access, and a short walk to the beach and well-regarded eateries.
This 167 square meter detached house accommodates up to six guests across three bedrooms and two bathrooms, featuring a private lagoon pool, a fully equipped kitchen, and direct bay access for kayaking.

This detached property, Bougie Bay, is located in Bradenton Beach, a mere 550 metres from the shore and 20 kilometres from Sarasota International Convention Centre and the John and Mable Ringling Museum of Art.
This family-friendly holiday home offers 104 square metres of living space, accommodating up to 10 guests in 2 bedrooms and 2 bathrooms, and features a private swimming pool, fitness centre, tennis court, and free Wi-Fi.

This newly renovated two-bedroom, two-bathroom holiday flat in Holmes Beach offers a private, heated, and cooled swimming pool with tropical landscaping, located just a short walk from downtown shops, restaurants, and the island's only dog park, with direct access to the Anna Maria Island Trolley. This pet-friendly accommodation sleeps up to six guests and includes amenities such as a fridge, microwave, dishwasher, air conditioning, garden, parking, multiple smart TVs, a propane grill, and an outdoor fire pit for a comfortable island stay.

This Holmes Beach property is situated 200 metres from the beaches of Anna Maria Island and within walking distance of Manatee Public Beach, grocery stores, restaurants, and shops.
This two-bedroom, one-bathroom holiday home accommodates up to six guests and features a shared heated swimming pool, a fully equipped kitchen, and air conditioning, with Wi-Fi and parking provided.

This Cortez property is minutes from Anna Maria Island's beaches and a short drive from Cortez Fishing Village, offering easy access to local amenities.
The 158-square-metre house boasts three bedrooms, two bathrooms, sleeps eight guests, features a private pool with a 55" Smart TV, and includes a fully equipped kitchen, two living rooms, and modern amenities.

Pineapple House, a self-catering property in Holmes Beach, Florida, is a seven-minute walk from Bradenton Beach and 1.3 kilometres from Anna Maria Island, offering easy access to the beaches and 26 kilometres from The John and Mable Ringling Museum of Art.
This one-bedroom holiday home boasts 47 square metres of floor space, sleeps seven guests, includes a private patio, swimming pool, and free Wi-Fi, and is conveniently located a two-minute walk from Holmes Beach's centre.

Coconuts Poolside #115, a beachfront property in Holmes Beach, Florida, offers unparalleled Gulf of Mexico access and is situated 2.7km from Anna Maria City Pier.
This 61 square metre holiday home features one bedroom, one bathroom, sleeps seven guests, and includes a private patio, swimming pool, fitness centre, free Wi-Fi, and private parking.

This ground-floor condo at Beach Castle Resort on Longboat Key offers easy access to both Sarasota Bay and the Gulf of Mexico, a short drive from St. Armands Circle and Bradenton Beach.
The 94 square metre (1012 square feet) apartment sleeps eight guests, boasting two bedrooms, two bathrooms, a fully equipped kitchen, and access to resort amenities including a swimming pool, Jacuzzi, and private beach access with provided beach essentials.

This four-bedroom house is situated in Anna Maria, a short distance from the Historic Green Village and Anna Maria Beach, and within 16 kilometres of Bay Boulevard Beach and the Anna Maria Island Museum and Historical Park. The property offers a private swimming pool, a spa tub, and a barbecue grill, as well as access to a nearby water park.

This West Bradenton holiday home is located 2.7 kilometres from Palma Sola Causeway Park and 17.7 kilometres from Sarasota Bradenton International Airport.
This 260 square metre villa sleeps 15 guests and features a private swimming pool, a fitness centre, a tennis court, a water park, and complimentary WiFi.

This Holmes Beach apartment, a two-minute walk from Anna Maria Island's beaches and 1.9 kilometres from Holmes Beach town centre, offers easy access to restaurants and shops.
The 56-square-metre self-catering flat features one bedroom, one bathroom, sleeps seven, and includes a terrace, garden, parking, Wi-Fi, and a fully equipped kitchen with dishwasher.

This Anna Maria Island duplex in Bradenton Beach is situated 0.32 kilometres from Bridge Street, offering easy access to its restaurants and a short walk to Cortez Beach.
Sleeping seven guests, this four-bedroom, two-bathroom holiday home boasts a renovated kitchen, a private dock on Sarasota Bay with kayak and paddleboard access, a heated pool with spa jets, and Dish Network satellite TV with DVR.

This one-bedroom apartment in Sunny Shores is conveniently located just 2 kilometres from the Florida Maritime Museum at Cortez and other attractions like H2O Watersportz and Anna Maria Sound. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 54 square metre apartment comfortably accommodates two guests and features a fully equipped kitchen, a washing machine, a private balcony and a television. You'll also have access to a fitness centre, concierge services, a garden and a spa, providing plenty of opportunities for relaxation and entertainment.

This Bradenton holiday home is located just 5 kilometres from Blake Medical Center, De Soto National Memorial, and arcadeland, and within 10 kilometres of IMG Academy and Palma Sola Botanical Park, offering a convenient base for exploring the area. The property enjoys excellent user ratings, suggesting a comfortable and enjoyable stay.
The home comfortably accommodates up to 8 guests across its 4 bedrooms and 2 bathrooms. Amenities include a private pool and spa, barbecue grill, garden, fully equipped kitchen, and a terrace or balcony, ensuring a relaxing and enjoyable stay.

This West Bradenton house, situated a short distance (approximately 9.6km) from Anna Maria Island's beaches and a 2km walk from DeSoto National Memorial, offers easy access to local attractions.
The four-bedroom, two-bathroom property sleeps eight, features a fully equipped kitchen, a games room with ping pong, foosball, shuffleboard and curling, and provides beach equipment including towels, chairs, an umbrella and a cooler.