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Best Short term and Weekly rentals in Holmes Beach, FL
9.0 7 reviews
Holmes Beach, FL
07/30 – 08/06
$414/nighttotal: $2898 (7 )
My Blue Heaven ~ Updated Beach House
2 6
apartment , Holmes Beach
This 2-bedroom cottage is located in Holmes Beach, just a short walk from the beach and less than 3/10 of a mile from the Gulf, offering a peaceful retreat near local attractions. Guests consistently rate this rental "very good" for its comfortable accommodations and convenient location. This home features a spacious living area with a king-size bed in the master bedroom, twin beds in the guest room, and a queen sleeper sofa, comfortably accommodating up to six guests. Enjoy amenities like a fully equipped kitchen, a screened patio with a gas grill, and beach essentials like chairs, an umbrella, and a beach buggy for a relaxing and enjoyable stay.
9.7 67 reviews
Holmes Beach, FL
07/11 – 07/17
$176/nighttotal: $1056 (6 )
Last Minute Deals! Free Wifi I Relaxing Coastal Hideaway I Steps To Palma Sola Bay I Close To Anna Maria Island I One Bedroom
1 2
apartment , Cortez
This one-bedroom apartment is located in Sunny Shores, a short drive from the Florida Maritime Museum at Cortez and H2O Watersportz. The accommodation has earned excellent ratings for location, cleanliness, and overall user experience. The apartment offers 580 square feet of space and comfortably accommodates two guests. Enjoy a fully equipped kitchen, a private balcony, a fitness center, a garden, and other amenities for a relaxing stay.
8.9 20 reviews
Holmes Beach, FL
07/04 – 07/11
$461/nighttotal: $3227 (7 )
Charming Island Pool Home! Walk To Holmes Beach
3 6
apartment , Holmes Beach
This beachfront Holmes Beach vacation home is a 15-minute walk from Bradenton Beach and within two miles of Holmes Beach and Manatee Public Beaches. This 1950-square-foot property boasts three bedrooms, a private pool, fenced yard, and access to on-site water park and barbecue grills.
9.8 131 reviews
Holmes Beach, FL
07/11 – 07/18
$443/nighttotal: $3101 (7 )
Steps To Beach - Tropical Sunset 2 By Seabreeze Vacation
2 4
apartment , Holmes Beach
This Holmes Beach condo is centrally located, steps from the Gulf of Mexico beach. This two-bedroom, two-bathroom apartment sleeps six, boasting a fully equipped kitchen, screened balcony, in-unit laundry, access to a heated pool, grilling area, and rooftop terrace with sunset views, plus a ground-floor beach locker and cart.
9.9 30 reviews
Holmes Beach, FL
10/31 – 11/10
$231/nighttotal: $2310 (10 )
Anna Maria Island -Walk To The Beach!
2 2
apartment , Holmes Beach
This Holmes Beach condo is a short walk from Anna Maria Sound and Bradenton Beach, and within 15 minutes of attractions like AMI Paddleboard Adventures and Manatee Public Beach. This two-bedroom, two-bathroom apartment sleeps six, features a full kitchen with dishwasher, in-unit laundry, and a relaxing pool, making it ideal for families or groups visiting Holmes Beach.
9.8 59 reviews
Holmes Beach, FL
07/21 – 07/28
$435/nighttotal: $3045 (7 )
One Particular Harbor 395-103 · Lagoon View · Two Ensuites
3 7
apartment , Bradenton
This smoke-free condo is located near the beach on Anna Maria Island, just a short walk from Anna Maria Sound and within a 3-mile radius of several attractions. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. This 3-bedroom, 3-bathroom vacation rental can accommodate up to 7 guests and offers 1650 square feet of comfortable living space. Amenities include a fully equipped kitchen, a balcony, laundry facilities, and access to a swimming pool, water park, and BBQ grills.
10 1 review
Holmes Beach, FL
01/01 – 02/28
$245/nighttotal: $14210 (58 )
Anna Maria's Dream:ground Level, Centrally Located
2 2
apartment , Holmes Beach
This 2-bedroom, 2-bathroom ground-level cottage in Holmes Beach is a 10-minute walk to the Gulf beach and a 2-minute walk to the Holmes Beach tennis courts, pickleball courts, playground, skate park, and boat ramp. This vacation rental accommodates up to 6 guests and features a sunroom with a TV and twin bed, a backyard with a six-seat dining table, and complimentary bikes for select reservation periods.
10 2 reviews
Holmes Beach, FL
07/11 – 07/17
$518/nighttotal: $3108 (6 )
The Magic Dolphin A, Great Holmes Beach Location, Steps To Gulf Beaches
1 2
apartment , Holmes Beach
This Holmes Beach vacation rental is located west of Gulf Drive, less than 200 feet from the Gulf of Mexico's white-sand beaches and steps from the free island trolley. The two-bedroom, two-bathroom condo features an open-plan living area with luxury wood laminate flooring, a private deck, gas grill, high-speed internet, and sleeps four with two queen beds and a queen sleeper sofa; guests can enjoy easy beach access and proximity to local amenities.
Holmes Beach, FL
01/01 – 02/28
$244/nighttotal: $14152 (58 )
Cozy Vacation Rental In A Great Location
1 2
apartment , Holmes Beach
This Holmes Beach studio is located 0.4 miles from the Gulf of Mexico beaches and offers convenient access to popular restaurants like The Ugly Grouper and The Freckled Fin, along with shops and public transport. This recently updated 400 square feet ground-level studio accommodates two guests and features a kitchenette with stainless steel appliances, a King bed, a smart TV, and includes two beach chairs and a BBQ grill for guest use.
9.8 12 reviews
Holmes Beach, FL
07/30 – 08/06
$356/nighttotal: $2492 (7 )
Island Break: Walk To Beach, 2bd, Sleeps 6, Heated
1 6
apartment , Holmes Beach
This Holmes Beach half-duplex, located 2.5 blocks from the beach and a short walk from restaurants and bars, offers easy access to the free Island Trolley. The two-bedroom, two-bathroom vacation rental sleeps six guests comfortably, boasting a fully equipped kitchen, gas grill, outdoor shower, patio seating, pool access, and beach chairs; keyless entry adds convenience.
9.2 68 reviews
Holmes Beach, FL
01/01 – 02/28
$190/nighttotal: $11020 (58 )
Beachy Coastal Rental In Holmes Beach
2 2
apartment , Holmes Beach
This two-bedroom, one-bathroom Holmes Beach apartment is a short two-and-a-half block walk from the beach, making it ideal for those looking for a convenient and relaxing getaway. The apartment features a private backyard, a garage with a washer and dryer, and can comfortably accommodate up to four guests.
9.0 6 reviews
Holmes Beach, FL
01/01 – 02/28
$254/nighttotal: $14732 (58 )
Seaduction Ami B By Duncan Real Estate
1 2
apartment , Holmes Beach
This dog-friendly ground-level duplex in Holmes Beach is located 0.2 miles from White Ave Beach and 0.5 miles from bay access, with Pine Avenue shopping and dining within walking distance. This 2-bedroom, 1-bathroom unit accommodates up to 4 guests and features a screened-in lanai, a fully equipped kitchen, and convenient ground-level access, with the option to rent both sides of the duplex for larger groups.
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.
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.
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.
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.
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
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.
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.
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.
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?
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
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).
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.
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.
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
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.
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.
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.
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.