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Holmes Beach, FL villas
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1503 Villa rentals in Holmes Beach, FL

Find the Best Holiday Houses with Swimming Pool in Holmes Beach, FL

On-site pool access in Holmes Beach, FL makes a refreshing swim to complement your beach day a wonderful part of your daily routine.

Tropical Luxury Pool Home By The Beach With Roof Top Lounge Centrally Located On Anna Maria Island - Holmes Beach, FL
10 2 reviews
Holmes Beach, FL
07/30 – 08/06
$471/nighttotal: $3297 (7 )

Tropical Luxury Pool Home By The Beach With Roof Top Lounge Centrally Located On Anna Maria Island

3 6
house , Holmes Beach
This Holmes Beach vacation home is centrally located on Anna Maria Island, 3.6 miles from Anna Maria City Pier and 17 miles from The John and Mable Ringling Museum of Art.
This 2200-square-foot property boasts three bedrooms, three bathrooms, a private pool, and a rooftop lounge with stunning views, comfortably accommodating families or groups.
Seabreeze D - Holmes Beach, FL
8.0 1 review
Holmes Beach, FL
08/22 – 09/05
$171/nighttotal: $2394 (14 )

Seabreeze D

2 3
apartment , Holmes Beach
Seabreeze D is a beachfront Holmes Beach home, 3.6 miles from Anna Maria City Pier and 16 miles from the Ringling Museum of Art.
This 1,000-square-foot vacation rental boasts two bedrooms, two bathrooms, sleeps seven, and features a private pool, free Wi-Fi, and a fully equipped kitchen including a dishwasher and microwave.
Holmes Beach Latitude Attitude - Holmes Beach, FL
10 21 reviews
Holmes Beach, FL
10/31 – 11/10
$242/nighttotal: $2420 (10 )

Holmes Beach Latitude Attitude

1 2
house , Holmes Beach
This Holmes Beach townhome boasts a direct beachfront location, steps from the beach and a block from restaurants, a pharmacy, and a grocery store.
The two-bedroom, two-bathroom home sleeps six adults comfortably and features a fully equipped kitchen, in-unit laundry, three 65-inch TVs, private pool access, and beach gear; nearby attractions include easy access to the free trolley and 'monkey bus'.
Blue Pelican 306 - 61st St Unit B West - Holmes Beach, FL
10 51 reviews
Holmes Beach, FL
08/22 – 09/05
$261/nighttotal: $3654 (14 )

Blue Pelican 306 - 61st St Unit B West

2 3
house , Holmes Beach
This Holmes Beach vacation rental is conveniently located just a short walk from the beach and Island Gallery West, and less than a mile from Holmes Beach Beaches and Manatee Public Beach. The home has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This 2-bedroom, 2-bathroom home offers 850 square feet of space and can comfortably accommodate 4 guests. Enjoy amenities such as a private pool, fenced yard, barbecue grills, and free WiFi, along with a fully equipped kitchen and access to a water park.

Best Holmes Beach, FL houses with a kitchen

156 M² House ∙ 3 Bedrooms ∙ 8 Guests - Holmes Beach, FL
9.2 12 reviews
Holmes Beach, FL
07/21 – 07/28
$365/nighttotal: $2555 (7 )

156 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 7
house , Cortez
This modern three-bedroom home is located in Cortez's tranquil Hunters Point neighborhood, minutes from Bradenton Beach, Cortez Beach, and Coquina Beach.
The 1,670-square-foot house features a king-size bed, queen-size bed, bunk beds, and a pull-out sofa, accommodating up to eight guests, along with a game room, smart home system, private patio, and electric vehicle charger.
Blue Lagoon 1 - Holmes Beach, FL
Holmes Beach, FL
08/22 – 09/05
$237/nighttotal: $3318 (14 )

Blue Lagoon 1

1 3
apartment , Holmes Beach
Blue Lagoon 1 is a beachfront Holmes Beach rental, a three-minute walk from Anna Maria Island, two miles from the Anna Maria City Pier, and seventeen miles from the John and Mable Ringling Museum of Art.
This 860-square-foot house features one bedroom, one bathroom, sleeps seven guests, and includes a private pool, fitness center, free Wi-Fi, and a fully equipped kitchen.
Island Escape - Holmes Beach, FL
Holmes Beach, FL
10/31 – 11/10
$248/nighttotal: $2480 (10 )

Island Escape

1 2
house , Holmes Beach
Island Escape is a house located in Holmes Beach, a 3-minute walk to Anna Maria Island and 2 miles from Anna Maria City Pier.
This 2000 square foot vacation rental accommodates up to 7 guests with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, and a washing machine.
Anna Maria Island Th - Close To Beach, Pool! - Holmes Beach, FL
9.6 82 reviews
Holmes Beach, FL
07/30 – 08/06
$363/nighttotal: $2541 (7 )

Anna Maria Island Th - Close To Beach, Pool!

1 6
house , Holmes Beach
This Holmes Beach townhouse, newly renovated in Fall 2023, is located two blocks from Anna Maria Island's beaches and within walking distance of restaurants, shops, and pickleball/tennis courts.
The three-bedroom, two-and-a-half-bathroom property sleeps six guests and features a heated pool, three parking spots, a well-equipped kitchen, Roku TVs, and a large screened porch with grill; beach toys and chairs are provided.

Frequently Asked Questions about villa rentals in Holmes Beach, FL

  • What are the must-see attractions in and around Holmes Beach, FL?

    You can't miss the Anna Maria City Pier, a great spot for fishing and watching the sunset. The Manatee Public Beach is perfect for swimming and sunbathing, and the Island Players Theatre offers live performances. For a taste of history, visit the Historic Manatee County Agricultural Museum.
  • What are the best villa rentals in Holmes Beach, FL?

    Among the villa rentals in Holmes Beach, FL, Standard 2 Bedroom B, Do You Love The Beach? and Bay Breeze Cottages #3 are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Holmes Beach, FL?

    You'll see plenty of birds, like pelicans and herons, along the coastline. You might even spot dolphins swimming offshore. Keep an eye out for the occasional manatee in the waters around the island.
  • What are the best villa rentals with a pool in Holmes Beach, FL?

    Standard 2 Bedroom B, Do You Love The Beach? and Bay Breeze Cottages #3 are the best villa rentals with a pool in Holmes Beach, FL.

  • What is the best time to visit Holmes Beach, FL?

    The best time to visit is during the spring or fall when the weather is pleasant and the crowds are smaller. You'll get the best beach weather from April to May and from September to October.
  • What are the best villa rentals with a jacuzzi in Holmes Beach, FL?

  • When is it easiest to book a villa rental in Holmes Beach, FL?

    You'll find the best deals on villa rentals during the off-season, from November to April. However, it's always good to book in advance, especially if you're traveling during peak season.
  • What are the best villa rentals for families and kids in Holmes Beach, FL?

    The best villa rentals for families and kids in Holmes Beach, FL are Do You Love The Beach?, Bradenton Beach Club 225 By Seabreeze Vacation and Beach Pool House Family Vacation Home.

  • What are the top hiking trails near Holmes Beach, FL?

    Holmes Beach itself is pretty flat, so you won't find many hiking trails. You'll have to head to the mainland for that. The Robinson Preserve in Bradenton is a great place to hike and see some local wildlife.
  • What are the best pet friendly villa rentals in Holmes Beach, FL?

  • What are the advantages of renting a house or a villa in Holmes Beach, FL

    Renting a villa in Holmes Beach gives you more space and privacy than a hotel. You'll have a kitchen to cook in, a private pool to enjoy, and often a great view of the beach.
  • What are the best villa rentals with parking in Holmes Beach, FL?

    Standard 2 Bedroom B, Do You Love The Beach? and Bay Breeze Cottages #3 are the best villa rentals with parking in Holmes Beach, FL.

  • Are there popular destinations near Holmes Beach, FL?

    You're just a short drive from Bradenton and Sarasota, where you can find museums, art galleries, and lots of restaurants. St. Petersburg is a bit further away, but it's worth a day trip to see the Dali Museum and the beaches.

Destinations nearby

Best Holmes Beach, FL houses with air conditioning

Kicback Cabana By Beach Retreats - Holmes Beach, FL
9.8 35 reviews
Holmes Beach, FL
07/04 – 07/11
$584/nighttotal: $4088 (7 )

Kicback Cabana By Beach Retreats

3 6
house , Holmes Beach
This Holmes Beach vacation rental is a 4-minute walk from Anna Maria Island's beaches, 1.4 miles from the Anna Maria City Pier, and 17 miles from Sarasota Bradenton International Airport.
This three-bedroom home boasts a private hot tub, a swimming pool, and a fully equipped kitchen, plus convenient access to an on-site water park, restaurant, and tennis court.
Lazy Lagoon: On Canal, Pool, Boat Dock, 2 Blocks To Beach By Anna Maria Life Vacation Rentals - Holmes Beach, FL
9.8 47 reviews
Holmes Beach, FL
07/11 – 07/17
$1082/nighttotal: $6492 (6 )

Lazy Lagoon: On Canal, Pool, Boat Dock, 2 Blocks To Beach By Anna Maria Life Vacation Rentals

4 2
house , Anna Maria
This Anna Maria Island vacation home, Lazy Lagoon, is a short walk from Anna Maria City Pier and minutes from Anna Maria Island, conveniently located 19 miles from The John and Mable Ringling Museum of Art and near Sarasota Bradenton International Airport.
This 2,600-square-foot property boasts three bathrooms, a private pool, Jacuzzi, spa, fitness center, and fully equipped kitchen including a dishwasher, microwave, and refrigerator, plus a terrace, garden, and parking.
The Beach Club At Anna Maria #12 - Holmes Beach, FL
9.0 1 review
Holmes Beach, FL
01/01 – 02/28
$336/nighttotal: $19488 (58 )

The Beach Club At Anna Maria #12

1 2
house , Bradenton Beach
This beachfront condo offers direct access to Bradenton Beach and is located 12 miles from Sarasota Bradenton International Airport and 14 miles from the Sarasota International Convention Center and John and Mable Ringling Museum of Art.
This non-smoking accommodation accommodates up to 3 guests and features a well-equipped kitchen, complimentary WiFi, a swimming pool, hot tub, fitness room, and private parking.
Gulf Winds B - Holmes Beach, FL
Holmes Beach, FL
07/25 – 08/01
$367/nighttotal: $2569 (7 )

Gulf Winds B

2 4
house , Holmes Beach
Gulf Winds B vacation home in Holmes Beach is a 6-minute walk from Anna Maria Island, 1.3 miles from Holmes Beach's center, and 16-17 miles from Sarasota and the Ringling Museum.
This 800-square-foot rental boasts two bedrooms, two bathrooms, accommodates seven guests, and includes a fully equipped kitchen, private parking, free Wi-Fi, a terrace, and access to a fitness center and tennis court.

Best Holmes Beach, FL villas and beach houses with jacuzzi

Beach And Boat House - Holmes Beach, FL
Holmes Beach, FL
07/04 – 07/11
$976/nighttotal: $6832 (7 )

Beach And Boat House

1 6
house , Holmes Beach
This beachfront Holmes Beach home, located 3.2 miles from Anna Maria City Pier and 17 miles from the Ringling Museum, offers stunning sea views.
The 2,260-square-foot house features four bedrooms, four bathrooms, accommodates up to 15 guests, and includes a private pool, fitness center, free Wi-Fi, and free parking.
7 Bedroom Private Pool Spa Home Walking Distance To Beach Home - Holmes Beach, FL
9.8 103 reviews
Holmes Beach, FL
01/01 – 02/28
$1995/nighttotal: $115710 (58 )

7 Bedroom Private Pool Spa Home Walking Distance To Beach Home

7 2
house , Bradenton Beach
This seven-bedroom home is located in Holmes Beach, a short walk from Bradenton Beach and less than a mile from Holmes Beach's center, offering easy access to Cortez Beach (1.2 miles away) and The John and Mable Ringling Museum of Art (15 miles away).
The house features a private pool and spa, free parking, a fully equipped kitchen with a dishwasher, free Wi-Fi, a washer, and accommodates large families or groups with its seven bedrooms.
Precious Memories 753 Jacaranda Rd - Holmes Beach, FL
9.3 34 reviews
Holmes Beach, FL
07/11 – 07/17
$2142/nighttotal: $12852 (6 )

Precious Memories 753 Jacaranda Rd

5 2
house , Anna Maria
Precious Memories, a 3,120-square-foot Anna Maria Island vacation home, is a short walk from Anna Maria Island's beaches and the Anna Maria City Pier, and is 18 miles from Sarasota Bradenton International Airport.
This pet-friendly rental boasts a private pool, jacuzzi, spa, fitness center, and tennis court, along with a fully equipped kitchen and all the comforts of home.
Paradise Found Managed By Beach Retreats - Holmes Beach, FL
Holmes Beach, FL
07/21 – 07/28
$1971/nighttotal: $13797 (7 )

Paradise Found Managed By Beach Retreats

6 7
house , Holmes Beach
Paradise Found, a six-bedroom Holmes Beach vacation home, is located 3.6 miles from Anna Maria City Pier and 17 miles from The John and Mable Ringling Museum of Art.
This 2,500-square-foot rental boasts seven bathrooms, accommodates up to 23 guests, includes a private pool, hot tub, tennis court, and allows two dogs.
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