Compare villa rentals in Holmes Beach, FL from 100+ providers!

1503 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Holmes Beach, FL villas
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

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.

Island Hideaway East: 5 Minute Walk To Beach, Private Pool By Anna Maria Life Vacation Rentals - Holmes Beach, FL
9.8 52 reviews
Holmes Beach, FL
12/18 – 12/25
$475/nighttotal: $3325 (7 )

Island Hideaway East: 5 Minute Walk To Beach, Private Pool By Anna Maria Life Vacation Rentals

2 4
house , Holmes Beach
This Holmes Beach vacation rental is located just a 15-minute walk from Bradenton Beach and Island Gallery West, and within 2 miles of Holmes Beach Beaches and Manatee Public Beach.
The 810-square-foot house features two bedrooms, a sofa bed, a private pool, a fully equipped kitchen, a garden, and a barbecue grill, comfortably accommodating families or groups.
Walk To Beach: Home W/ Porch On Anna Maria Island! - Holmes Beach, FL
9.2 35 reviews
Holmes Beach, FL
07/04 – 07/11
$228/nighttotal: $1596 (7 )

Walk To Beach: Home W/ Porch On Anna Maria Island!

2 6
house , Holmes Beach
This Holmes Beach rental is a 9-minute walk from Holmes Beach's town center, a 12-minute walk from Bradenton Beach, and a 4-mile drive from Anna Maria City Pier.
This 930-square-foot condo features two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, free Wi-Fi, a terrace, and a private parking space, comfortably accommodating families or groups.
Bella Villa - Holmes Beach, FL
9.4 14 reviews
Holmes Beach, FL
06/17 – 06/23
$243/nighttotal: $1458 (6 )

Bella Villa

3 4
house , Bradenton
Bella Villa is a 3-bedroom house located in Bradenton, Florida, just a short drive from Sarasota Bradenton International Airport and The John and Mable Ringling Museum of Art. This rental has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 1180 square foot house comfortably accommodates up to 6 guests. Enjoy a peaceful escape with amenities like a swimming pool, tennis court, garden, and a patio with lake views.
Barefoot Dreams - 201 - 76th E - Holmes Beach, FL
9.0 65 reviews
Holmes Beach, FL
07/04 – 07/11
$376/nighttotal: $2632 (7 )

Barefoot Dreams - 201 - 76th E

2 6
house , Holmes Beach
Barefoot Dreams, a Holmes Beach vacation rental, is a short walk from Anna Maria Island and 1.5 miles from the Anna Maria City Pier.
This 800-square-foot house features two bathrooms, a fully equipped kitchen, a private swimming pool, spa, and parking; nearby attractions include the John and Mable Ringling Museum of Art and Greens of Manatee Golf Club.

Best Holmes Beach, FL houses with a kitchen

Sunwashed Stone Villa With Pool, Hot Tub & Mini Golf - Holmes Beach, FL
9.8 46 reviews
Holmes Beach, FL
07/06 – 07/08
$491/nighttotal: $982 (2 )

Sunwashed Stone Villa With Pool, Hot Tub & Mini Golf

2 8
house , Bradenton
This Bradenton bayside home is conveniently located 8.2 miles from the Greens of Manatee Golf Club and 9.4 miles from Anna Maria City Pier, offering easy access to Sarasota Bradenton International Airport (12 miles away).
This 1,350-square-foot vacation rental boasts two bedrooms, two bathrooms, a private pool, free parking, and can comfortably accommodate up to 15 guests, featuring a fully equipped kitchen and free Wi-Fi.
House ∙ 2 Bedrooms ∙ 4 Guests - Holmes Beach, FL
9.9 14 reviews
Holmes Beach, FL
07/11 – 07/18
$402/nighttotal: $2814 (7 )

House ∙ 2 Bedrooms ∙ 4 Guests

2 4
house , Holmes Beach
This Holmes Beach house, located west of Gulf Drive, offers direct beach access (77th Street access) and is minutes from downtown Holmes Beach and half a mile from historic Pine Avenue.
The two-bedroom, two-bathroom vacation rental sleeps six, features a king bed, two twin beds, a queen sleeper sofa, a full kitchen with dishwasher, and provides beach towels; pet-friendly (two dogs max, fee applies).
The Beach Club At Anna Maria #3 - Holmes Beach, FL
10 1 review
Holmes Beach, FL
06/24 – 06/30
$424/nighttotal: $2544 (6 )

The Beach Club At Anna Maria #3

1 2
house , Bradenton Beach
This beachfront house in Bradenton Beach offers direct access to the shore and is located 12 miles from Sarasota Bradenton International Airport.
This accommodation features a well-equipped kitchen, a patio with sea views, a swimming pool, jacuzzi, fitness center, and tennis court, accommodating up to 7 guests with complimentary WiFi and parking.
Private Historical Completely Renovated Cottage With  60 Ft Dock On Sarasota Bay - Holmes Beach, FL
10 105 reviews
Holmes Beach, FL
08/09 – 08/15
$188/nighttotal: $1128 (6 )

Private Historical Completely Renovated Cottage With 60 Ft Dock On Sarasota Bay

1 2
cottage , Cortez
This golf cottage in Cortez is conveniently located within walking distance of the Florida Maritime Museum at Cortez and Anna Maria Sound. With excellent user ratings, this 1-bedroom, 1-bathroom cottage accommodates up to 4 guests comfortably.
The cottage features a fully equipped kitchen, a comfortable living space with a sofa bed and a balcony, and a garden with barbecue grills for outdoor relaxation and dining. The cottage also offers free WiFi, laundry facilities, and proximity to golf courses for added convenience.

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

Cottage In The Shade, 3 Min Walk To Beach, Restaurants, And Pickleball Crt. - Holmes Beach, FL
9.6 9 reviews
Holmes Beach, FL
09/04 – 09/06
$355/nighttotal: $710 (2 )

Cottage In The Shade, 3 Min Walk To Beach, Restaurants, And Pickleball Crt.

2 2
cottage , Bradenton Beach
This 2-bedroom, 1-bathroom bungalow in Bradenton Beach offers on-site parking and is located just a short walk from Bradenton Beach and the historic Bridge Street Pier.
This pet-friendly cottage accommodates up to 4 guests and includes air conditioning, Wi-Fi, a television, in-unit laundry, a dishwasher, a microwave, and a barbecue for outdoor enjoyment.
The Beach Club At Anna Maria #1 - Holmes Beach, FL
Holmes Beach, FL
06/27 – 07/02
$420/nighttotal: $2100 (5 )

The Beach Club At Anna Maria #1

1 2
house , Bradenton Beach
This beachfront villa offers direct access to Bradenton Beach and is located 14 miles from the Sarasota International Convention Center and John and Mable Ringling Museum of Art, with Sarasota Bradenton International Airport 12 miles away.
This non-smoking vacation rental accommodates up to 7 guests with 1 bathroom, featuring a full kitchen, air conditioning, a swimming pool, jacuzzi, garden, fitness center, tennis court, and free WiFi and private parking, with facilities for disabled guests and proximity to cycling activities.
The Beach Club At Anna Maria #5 - Holmes Beach, FL
Holmes Beach, FL
09/04 – 09/06
$384/nighttotal: $768 (2 )

The Beach Club At Anna Maria #5

1 2
house , Bradenton Beach
This beachfront villa in Bradenton Beach offers direct access to the shore and is located 12 miles from Sarasota Bradenton International Airport, 14 miles from the Sarasota International Convention Center, and 14 miles from the John and Mable Ringling Museum of Art. The villa accommodates up to 7 guests with 1 bathroom, a full kitchen including a dishwasher and microwave, air conditioning, WiFi, a swimming pool, hot tub, garden, fitness center, tennis court, and parking, with disabled facilities and a patio offering sea views.
Twin Palms Oasis! Modern, With Heated Pool And Game Room! - Holmes Beach, FL
10 2 reviews
Holmes Beach, FL
07/06 – 07/08
$725/nighttotal: $1450 (2 )

Twin Palms Oasis! Modern, With Heated Pool And Game Room!

3 8
house , Bradenton
This Bradenton vacation home is situated near Palma Sola Causeway Park, an 11-mile drive from Sarasota Bradenton International Airport and 13 miles from the Ringling Museum of Art.
This 1810-square-foot house features three bedrooms, two bathrooms, sleeps up to 19 guests, and includes a heated pool, spa, game room, and free Wi-Fi.

Best Holmes Beach, FL villas and beach houses with jacuzzi

Cheerful Oasis On Anna Maria Island - Holmes Beach, FL
10 1 review
Holmes Beach, FL
06/21 – 06/28
$362/nighttotal: $2534 (7 )

Cheerful Oasis On Anna Maria Island

2 4
house , Bradenton Beach
This beachfront Bradenton Beach home, located 5.6 miles from Anna Maria City Pier and 14 miles from The John and Mable Ringling Museum of Art, offers stunning sea views.
The 1,140-square-foot vacation rental boasts two bedrooms, two bathrooms, a fully equipped kitchen, and can comfortably accommodate up to ten guests, with amenities including a private pool, jacuzzi, and free Wi-Fi.
Starfish Isle By Beach Retreats - Holmes Beach, FL
9.6 68 reviews
Holmes Beach, FL
12/18 – 12/25
$851/nighttotal: $5957 (7 )

Starfish Isle By Beach Retreats

4 4
house , Holmes Beach
Starfish Isle by Beach Retreats is a vacation home located just a 4-minute walk from Anna Maria Island's beaches and 1.2 miles from the heart of Holmes Beach, offering a peaceful escape close to the island's attractions. This property has received excellent user ratings for location, cleanliness, and overall experience.
The 1800 square foot home comfortably accommodates up to 8 guests in its 4 bedrooms. Enjoy a private pool, a jacuzzi, a garden, a spa, a fitness center, and a tennis court, along with a fully equipped kitchen, free Wi-Fi, cable TV, and a DVD player.
4 Bed 4 Bath, Bonus Bunk Room Heated Pool Water Slide Spa Wifi - Holmes Beach, FL
9.8 59 reviews
Holmes Beach, FL
07/05 – 07/12
$1328/nighttotal: $9296 (7 )

4 Bed 4 Bath, Bonus Bunk Room Heated Pool Water Slide Spa Wifi

4 6
house , Holmes Beach
This vacation home is located in Holmes Beach, Florida, just a short walk from Anna Maria Island and a short drive from the main district of Holmes Beach. Guests consistently rate this property as excellent, making it a popular choice for travelers.
This 4-bedroom, 4-bathroom home comfortably accommodates up to 8 guests, offering plenty of space for families and groups. Enjoy a private heated pool with a water slide, a spa, a children's playground, and a restaurant on-site, providing everything you need for a relaxing and enjoyable stay.
The Beach Club At Anna Maria #4 And #5 - Holmes Beach, FL
10 1 review
Holmes Beach, FL
09/04 – 09/06
$574/nighttotal: $1148 (2 )

The Beach Club At Anna Maria #4 And #5

1 2
house , Bradenton Beach
This beachfront villa in Bradenton Beach offers immediate access to the shore 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 property accommodates 19 guests with 3 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, a fitness center, a tennis court, and complimentary private parking and free WiFi.
©2026 cozycozy.com