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Holmes Beach, FL short term rentals
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Best Short term and Weekly rentals in Holmes Beach, FL

Compare Family-Friendly Lodgings in Holmes Beach, FL

Family trips to Holmes Beach, FL thrive in rentals that provide easy beach access and plenty of room to spread out.

Seaside Serenity - Holmes Beach, FL
10 1 review
Holmes Beach, FL
07/25 – 08/01
$218/nighttotal: $1526 (7 )

Seaside Serenity

1 4
apartment , Holmes Beach
This Anna Maria Island condo is a short walk to the beach, offering convenient access to Holmes Beach amenities and the free island trolley service.
This family-friendly rental sleeps six and features two bedrooms, two bathrooms, air conditioning, a full kitchen with a dishwasher, a private patio, and access to a kayak for exploring local waterways, with two parking spots available.
Bayfront - Pelican Cove 16 By Seabreeze Vacation - Holmes Beach, FL
9.8 75 reviews
Holmes Beach, FL
08/14 – 08/18
$348/nighttotal: $1392 (4 )

Bayfront - Pelican Cove 16 By Seabreeze Vacation

2 4
apartment , Bradenton Beach
This Gulf to Bay condo is located in Bradenton Beach, just steps from the beach, five-star restaurants, and shops. It has received excellent user ratings for its comfortable and convenient accommodations.
The two-bedroom, two-bathroom condo offers 1040 square feet of space and can comfortably accommodate up to four guests. It features a fully equipped kitchen, a spacious living area with a flat-screen smart TV, two private screened balconies, and access to a heated swimming pool, jacuzzi, tennis courts, boat dock, BBQ grill, and picnic area.
Anna Maria's Dream: Ground Level, Close To Everything! - Holmes Beach, FL
Holmes Beach, FL
07/25 – 08/01
$298/nighttotal: $2086 (7 )

Anna Maria's Dream: Ground Level, Close To Everything!

2 4
apartment , Holmes Beach
This 2-bedroom, 2-bathroom cottage in Holmes Beach is a 10-minute walk to the Gulf beach and a 2-minute walk to tennis courts, pickleball courts, and a playground.
This family-friendly rental accommodates up to 6 guests and features a sunroom with an additional twin bed and trundle, a backyard with a dining table, air conditioning, and parking for 2 cars.
Coastal Luxe Villa! Tranquil 3-story Retreat With Bay Views Near Anna Maria Isl - Holmes Beach, FL
9.2 5 reviews
Holmes Beach, FL
07/21 – 07/28
$742/nighttotal: $5194 (7 )

Coastal Luxe Villa! Tranquil 3-story Retreat With Bay Views Near Anna Maria Isl

3 7
apartment , Cortez
This Coastal Luxe Villa is located in Cortez's historic Hunter's Point community, minutes from Anna Maria Island's beaches.
The three-level, 1680-square-foot home features three bedrooms, three bathrooms, a private heated saltwater pool, a game room, and accommodates up to ten guests, offering stunning bay views from its balconies and a fully equipped kitchen.

Best Holmes Beach, FL lodging with a balcony

Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, Maximum Occupancy Of 6 People. - Holmes Beach, FL
9.8 54 reviews
Holmes Beach, FL
07/25 – 08/01
$247/nighttotal: $1729 (7 )

Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, Maximum Occupancy Of 6 People.

2 4
apartment , Holmes Beach
This beachfront condo in Holmes Beach offers a private pool and direct access to Anna Maria Sound. With excellent user, location, and cleanliness ratings, this pet-friendly apartment is a great choice for families and groups of up to 6 guests.
The 1050-square-foot apartment features 2 bedrooms, 2 bathrooms, a fully equipped kitchen, and a living room with a DVD player. Guests can also enjoy the terrace/balcony, air conditioning, and free WiFi. Parking is available on-site.
Liddie's Place: Gulf Front Sun Plaza West Condo, Pool, Tennis By Anna Maria Life Vacation Rentals - Holmes Beach, FL
9.6 34 reviews
Holmes Beach, FL
08/22 – 09/05
$229/nighttotal: $3206 (14 )

Liddie's Place: Gulf Front Sun Plaza West Condo, Pool, Tennis By Anna Maria Life Vacation Rentals

2 3
apartment , Holmes Beach
This Holmes Beach beachfront house offers direct beach access and is a 10-minute walk from Bradenton Beach and Island Gallery West, less than a mile from Holmes Beach and Manatee Public Beaches.
This 1,090-square-foot vacation rental boasts three bedrooms, two bathrooms, sleeps six, and includes a private pool, spa, tennis court, and free WiFi.
Island Escape With Pool And Balcony! Near The Beach And Dining - Two Sisters - Holmes Beach, FL
9.8 32 reviews
Holmes Beach, FL
08/22 – 09/05
$202/nighttotal: $2828 (14 )

Island Escape With Pool And Balcony! Near The Beach And Dining - Two Sisters

3 3
apartment , Holmes Beach
This Holmes Beach beachfront vacation home offers stunning ocean views and is less than a 15-minute walk to Bradenton Beach and Island Gallery West, with close proximity to Holmes Beach Beaches and Manatee Public Beach.
This 1,210-square-foot property features three bedrooms, two bathrooms, sleeps six guests, and includes a private swimming pool, terrace, and on-site water park access.
Enjoy Ami Sunsets | Chic Home W/ Saltwater Pool! - Holmes Beach, FL
9.5 88 reviews
Holmes Beach, FL
07/11 – 07/18
$451/nighttotal: $3157 (7 )

Enjoy Ami Sunsets | Chic Home W/ Saltwater Pool!

2 4
apartment , Holmes Beach
This family-friendly vacation home in Holmes Beach is located a short distance from Bradenton Beach and Island Gallery West, both within a mile. This 4-bedroom house with a private pool, outdoor barbecue grill, and garden is perfect for families and groups looking for a relaxing getaway.

Frequently Asked Questions about short term rentals in Holmes Beach, FL

  • Which top landmarks shouldn't you miss in and around Holmes Beach, FL?

    You definitely want to check out the Anna Maria City Pier, it's a classic spot for fishing and watching the sunset. Also, the Manatee County Historical Society Museum is a great place to learn about the area's history. And don't forget to visit the John and Mable Ringling Museum of Art in nearby Sarasota, it's a beautiful museum with a fantastic collection of art.
  • What are the best short term rentals in Holmes Beach, FL?

  • What notable natural landmarks are near Holmes Beach, FL?

    The beaches themselves are the biggest draw, of course. You're right on the Gulf of Mexico, so the white sand beaches are beautiful. And if you want to get out on the water, there are plenty of places to go kayaking or paddleboarding. There's also the Robinson Preserve, a great spot for hiking and birdwatching.
  • What are the best short term rentals with a pool in Holmes Beach, FL?

    Anna Maria Island Beach Palms 2b, Steps To The Beach Island Paradise and South Bay Inn are the best short term rentals with a pool in Holmes Beach, FL.

  • What family-friendly activities are available near Holmes Beach, FL?

    There are tons of things to do with kids in Holmes Beach. The beaches are perfect for building sandcastles and playing in the waves. There's also the Anna Maria Island Historical Museum, which has a great collection of old photos and artifacts. And the Island Players, a community theater group, puts on shows that are fun for the whole family.
  • What are the best short term rentals with a jacuzzi in Holmes Beach, FL?

  • What kind of weather can travelers expect in Holmes Beach, FL?

    Holmes Beach has a subtropical climate, so you can expect warm weather year-round. Summers are hot and humid, with temperatures in the 80s and 90s. Winters are mild, with temperatures in the 60s and 70s. And don't forget about hurricane season, which runs from June to November.
  • What are the best short term rentals for families and kids in Holmes Beach, FL?

  • What major cities can be found near Holmes Beach, FL?

    The closest major city is Bradenton, which is about 15 miles away. Sarasota is also pretty close, about 25 miles away. And Tampa is about an hour's drive away.

Destinations nearby

Best Holmes Beach, FL lodging with a kitchen

Mermaid Tale Home - Holmes Beach, FL
9.5 38 reviews
Holmes Beach, FL
08/14 – 08/18
$278/nighttotal: $1112 (4 )

Mermaid Tale Home

1 4
apartment , Bradenton Beach
This Bradenton Beach rental is steps from Cortez Beach, a five-minute walk from Coquina Beach, and a nine-minute walk from Bradenton Beach's attractions.
This 1,050-square-foot, two-bedroom, two-bathroom condo offers free private parking, a fully equipped kitchen with a dishwasher, in-unit laundry, free Wi-Fi, and a swimming pool; small dogs under 25 pounds are welcome (fee applies).
Pool Access, Walk To Manatee Beach: Coastal Condo - Holmes Beach, FL
8.7 93 reviews
Holmes Beach, FL
08/22 – 09/05
$150/nighttotal: $2100 (14 )

Pool Access, Walk To Manatee Beach: Coastal Condo

2 3
house , Holmes Beach
This Holmes Beach condo is conveniently located just a short walk from Bradenton Beach and less than a mile from Anna Maria Island's main attractions. It has received very good user ratings for cleanliness and overall experience, along with an excellent location rating.
The two-bedroom apartment offers 1000 square feet of space, comfortably accommodating up to 6 guests. Enjoy the private pool, direct Gulf access, fully equipped kitchen, and a host of other amenities for a relaxing and enjoyable stay.
Eco-luxury Canal Home With Dock, Near Anna Maria Island - Holmes Beach, FL
9.4 3 reviews
Holmes Beach, FL
07/21 – 07/28
$490/nighttotal: $3430 (7 )

Eco-luxury Canal Home With Dock, Near Anna Maria Island

3 7
apartment , Cortez
This Cortez vacation home sits near Bradenton Beach, less than a mile from Anna Maria Sound and under 15 minutes from H2O Watersportz and the Florida Maritime Museum.
This 1,660-square-foot property boasts three bedrooms, three bathrooms, sleeps seven guests, and includes a fully equipped kitchen, balcony, in-house TV, and on-site arcade/game room.
West Bay Cove 216 · Pool Views · 30-night Min · Renovated 2026 - Holmes Beach, FL
9.3 22 reviews
Holmes Beach, FL
01/01 – 02/28
$349/nighttotal: $20242 (58 )

West Bay Cove 216 · Pool Views · 30-night Min · Renovated 2026

1 2
apartment , Holmes Beach
This Holmes Beach apartment is located just a 10-minute walk from the beautiful beaches of Bradenton Beach and Anna Maria Sound, offering easy access to the sand and surf. The apartment features a fully equipped kitchen, two bathrooms, a washing machine, a balcony, and a coffee/tea maker, making it feel like a home away from home.

Best Holmes Beach, FL lodging with laundry available

Pool Party North · Pool & Spa · Updated Jan 2025 - Holmes Beach, FL
9.0 4 reviews
Holmes Beach, FL
07/25 – 08/01
$279/nighttotal: $1953 (7 )

Pool Party North · Pool & Spa · Updated Jan 2025

2 4
apartment , Holmes Beach
This Holmes Beach duplex, centrally located, offers easy walking access to the beach and is near shopping, restaurants, and trolley stops for convenient exploration of the island.
This pet-friendly, two-bedroom, two-bathroom rental sleeps four, boasting a fully equipped kitchen, in-unit laundry, air conditioning, a pool, and high-speed internet—perfect for a relaxing Holmes Beach getaway.
Escape To The Shore*walk 2 Shops*food*sand*sunsets - Holmes Beach, FL
9.8 18 reviews
Holmes Beach, FL
07/11 – 07/18
$342/nighttotal: $2394 (7 )

Escape To The Shore*walk 2 Shops*food*sand*sunsets

1 4
apartment , Holmes Beach
This ground-floor Holmes Beach condo, one block from the beach and near restaurants and shops, offers a peaceful retreat in a three-unit complex.
The two-bedroom, two-bathroom unit sleeps six, features a fully equipped kitchen, free Wi-Fi, smart TVs, complimentary beach supplies, and access to a shared heated pool and grilling area.
The Sunset Retreat At One Particular Harbour 384-202 · Sound Views · 3br - Holmes Beach, FL
10 49 reviews
Holmes Beach, FL
07/21 – 07/28
$496/nighttotal: $3472 (7 )

The Sunset Retreat At One Particular Harbour 384-202 · Sound Views · 3br

3 7
apartment , Bradenton
This Bradenton Beach waterfront condo offers stunning views and easy beach access, located within two miles of Anna Maria Sound, West Coast Surf Shop, and AMI Paddleboard Adventures.
The 1670-square-foot unit features three bedrooms, a sofa bed sleeping seven, a fully equipped kitchen, three bathrooms, a private balcony, on-site pool, and barbecue grills, all within a smoke-free building.
Walk To Beach Recently Renovated Sleeps 6 Condo - Holmes Beach, FL
9.9 156 reviews
Holmes Beach, FL
08/14 – 08/18
$377/nighttotal: $1508 (4 )

Walk To Beach Recently Renovated Sleeps 6 Condo

2 4
apartment , Bradenton Beach
This Bradenton Beach apartment is located just a 2-minute walk from the beach and less than a mile from Holmes Beach, offering easy access to both destinations.
The 1,550 square foot apartment features two bedrooms, a private balcony, a fully equipped kitchen, free parking, and free Wi-Fi, accommodating up to six guests.
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