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Holiday Rentals in Anna Maria

Find the holiday rentals that appeal to you the most

The best holiday rentals in Anna Maria

Check out our pick of great holiday rentals in Anna Maria

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Seabreeze at Anna Maria Island Inn

Bradenton Beach (Near Anna Maria)

Set in Bradenton Beach, within a few steps of Bradenton Beach and 23 km of Sarasota International Convention Center, Seabreeze at Anna Maria Island Inn offers accommodation with an outdoor swimming...

K
Kathy
From
United Kingdom
Stepping out right into the beach Beautifully appointed Fantastic view
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 103 reviews
Price from
US$500.32
1 night, 2 adults

Steps from the Gulf of Mexico

Holmes Beach (Near Anna Maria)

Located 28 km from John And Mable Ringling Museum Of Art, 28 km from The John And Mable Ringling Museum Of Art and 3 km from Anna Maria City Pier, Steps from the Gulf of Mexico features accommodation...

L
Louise
From
United Kingdom
Everything! We became really attached to this lovely home during our week long holiday. It’s in such a perfect location - so close to the beach (literally a 2 min walk) and has everything you need. There was a trolley loaded up with beach chairs you can wheel across to the beach, parasol, beach toys etc. The trolley along the island ran outside the house which meant we got around so easily without a car. The kitchen was super well equipped, loads of towels etc and we loved how homely it was. It was perfect for us and our two young children. We are so pleased and lucky that we found this house and that it’s up and running after the storms.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 28 reviews
Price from
US$270
1 night, 2 adults

Captain’s Quarters at Anna Maria Island Inn

Bradenton Beach (Near Anna Maria)

Set within less than 1 km of Cortez Beach and 23 km of The John And Mable Ringling Museum Of Art, Captain’s Quarters at Anna Maria Island Inn offers rooms with air conditioning and a private bathroom...

R
Rachel
From
China
Nice welcome at check in. Accommodations were exactly what we needed as we stayed at the beach and pool during most days and just came back to the rental at night. Pool was very nice and private. Had new outdoor furniture, great loungers and a nice big umbrella for the hot afternoons.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 117 reviews
Price from
US$223.02
1 night, 2 adults

Cottage in Arbor Terrace Resort

Bradenton (Near Anna Maria)

Located in Bradenton, 8.7 km from John And Mable Ringling Museum Of Art and 8.7 km from The John And Mable Ringling Museum Of Art, Cottage in Arbor Terrace Resort offers air conditioning.

G
Gianfranco
From
Italy
The property was really nice, comfortable and clean.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 40 reviews
Price from
US$89.04
1 night, 2 adults

Vera’s vacation

Bradenton (Near Anna Maria)

Vera’s vacation is a recently renovated holiday home in Bradenton, where guests can makes the most of its outdoor swimming pool, garden and barbecue facilities. A hot tub is available for guests.

b
bonnie
From
United States
Location was great. House and yard were nice. Host was available if there were any questions. Televisions in every bedroom were a bonus. Use of washer and dryer was a plus.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 35 reviews
Price from
US$266.48
1 night, 2 adults

Park Shore Suites St Pete Beach

St Pete Beach (Near Anna Maria)

Set within 600 metres of St. Pete Beach and 6.6 km of John's Pass, Park Shore Suites St Pete Beach offers rooms with air conditioning and a private bathroom in St Pete Beach.

L
Leah
From
Australia
The property has everything you need, fully equipped apartment and the property itself is done so nicely with a bbq and pool. The pool is clean and not overdone with chlorine like many. The host was so helpful and responsive to all our requests.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 171 reviews
Price from
US$186.15
1 night, 2 adults

Waterfront, Pool, Tiki Bar & Grill, Gym, location!

Sarasota (Near Anna Maria)

Featuring air-conditioned accommodation with a private pool, Waterfront, Pool, Tiki Bar & Grill, Gym, location! is set in Sarasota.

s
shirley
From
United States
Enjoyed the entertainment at the bar,staff was great,Pool was busy,so I didn't partcipitate location was good ,liked the marina
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 12 reviews
Price from
US$219.24
1 night, 2 adults

Sarasota Cay Club #612 - Heated Pool, Bunk Beds, Huge TV, Tiki Bar, More!

Sarasota (Near Anna Maria)

Set in Sarasota, Sarasota Cay Club #612 - Heated Pool, Bunk Beds, Huge TV, Tiki Bar, More! offers accommodation with a pool with a view and city views.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 24 reviews
Price from
US$184.44
1 night, 2 adults

Waterfront Room, Heated Pool, Tiki Bar & Grill

Sarasota (Near Anna Maria)

Situated in Sarasota, Waterfront Room, Heated Pool, Tiki Bar & Grill provides a pool with a view. Both free WiFi and parking on-site are available at the aparthotel free of charge.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 7 reviews
Price from
US$219.24
1 night, 2 adults

All-New, Private, Huge TV, Heated Pool, Tiki Bar

Sarasota (Near Anna Maria)

Situated 4 km from Sarasota International Convention Center, All-New, Private, Huge TV, Heated Pool, Tiki Bar features accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 19 reviews
Price from
US$184.44
1 night, 2 adults
All holiday rentals in Anna Maria

Most booked holiday rentals in Anna Maria and surroundings in the past month

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Popular with guests booking holiday rentals in Anna Maria

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 8 reviews

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 23 reviews

Popular with guests booking holiday rentals in Anna Maria

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Anna Maria

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 37 reviews

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 13 reviews

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 179 reviews

Highly rated holiday rentals in Anna Maria and nearby

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 57 reviews

Boasting a patio with garden views, an outdoor swimming pool and a garden, An Island Getaway at Palm Tree Villas can be found in Holmes Beach, close to Anna Maria Island and 29 km from The John And...

From US$417.93 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 129 reviews

Situated in Holmes Beach, a few steps from Holmes Beach, Alamanda Villas on Holmes Beach features accommodation with an outdoor swimming pool, free private parking, a terrace and barbecue facilities.

From US$526.88 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 103 reviews

Set in Bradenton Beach, within a few steps of Bradenton Beach and 23 km of Sarasota International Convention Center, Seabreeze at Anna Maria Island Inn offers accommodation with an outdoor swimming...

From US$390.77 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 117 reviews

Set within less than 1 km of Cortez Beach and 23 km of The John And Mable Ringling Museum Of Art, Captain’s Quarters at Anna Maria Island Inn offers rooms with air conditioning and a private bathroom...

From US$279.76 per night

Sea's The Day

Anna Maria
8.0+ review score
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 17 reviews

Featuring air-conditioned accommodation with a private pool, Sea's The Day is located in Anna Maria. Guests staying at this holiday home have access to a patio.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 14 reviews

Offering a garden and quiet street view, Steps from the Gulf of Mexico II is set in Holmes Beach, 100 metres from Anna Maria Island and 29 km from The John And Mable Ringling Museum Of Art.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 28 reviews

Located 28 km from John And Mable Ringling Museum Of Art, 28 km from The John And Mable Ringling Museum Of Art and 3 km from Anna Maria City Pier, Steps from the Gulf of Mexico features accommodation...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 8 reviews

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Sunset Connection - Gulf Place is located in Holmes Beach.

These holiday rentals in Anna Maria and nearby have options with free cancellation

Vitamin Sea

Holmes Beach
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Holmes Beach, a few steps from Holmes Beach and 27 km from The John And Mable Ringling Museum Of Art, Vitamin Sea offers air conditioning.

From US$584.35 per night

High Tide

Holmes Beach
Free cancellation options available

Situated in Holmes Beach, a few steps from Holmes Beach and 27 km from The John And Mable Ringling Museum Of Art, High Tide features air-conditioned accommodation with a balcony and free WiFi.

From US$805.14 per night

Shady Mango home

Anna Maria
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Anna Maria in the Florida region with Anna Maria Island nearby, Shady Mango home offers accommodation with free private parking.

Boasting air-conditioned accommodation with a heated pool, sea view and a balcony, Luxury Waterfront Home With A Heated Pool And Spa! is located in Anna Maria.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 4 reviews

Featuring air-conditioned accommodation with a private pool, The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave is located in Anna Maria.

The Palm Leaf home

Anna Maria
Free cancellation options available
Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 1 review

Set in Anna Maria, less than 1 km from Anna Maria Island and 31 km from Sarasota International Convention Center, The Palm Leaf home offers air conditioning.

Island Gem B home

Anna Maria
Free cancellation options available

Set in Anna Maria in the Florida region with Anna Maria Island nearby, Island Gem B home offers accommodation with free private parking.

Island Gem A home

Anna Maria
Free cancellation options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Situated in Anna Maria in the Florida region with Anna Maria Island nearby, Island Gem A home features accommodation with free private parking.

Enjoy breakfast in Anna Maria and nearby

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Boasting air-conditioned accommodation with a balcony, Decked Out - Stunning Home Huge Sunny Resort Style Heated Pool Walk to Pine Ave Beach is set in Anna Maria.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Situated in Anna Maria, Casa Amiga by Beach Retreats features accommodation with a private pool, a balcony and sea views.

Situated in Anna Maria in the Florida region with Anna Maria Island nearby, Coconut Bayou home features accommodation with free private parking.

Set in Anna Maria, Casa Amiga managed by Beach Retreats offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Located in Anna Maria, Vitamin Sea managed by Beach Retreats provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a private pool, Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar is set in Anna Maria. 32 km from The John And...

Set in Anna Maria in the Florida region with Anna Maria Island nearby, Beach N Bay 204 villa offers accommodation with free private parking.

Located in Anna Maria in the Florida region with Anna Maria Island nearby, Beach N Bay home provides accommodation with free private parking.

Holiday Rentals with swimming pools in Anna Maria and nearby

Bird of Paradise home is located in Anna Maria, 31 km from Sarasota International Convention Center, 31 km from John And Mable Ringling Museum Of Art, and 31 km from The John And Mable Ringling Museum...

Set in Anna Maria, 1.1 km from Anna Maria Island and 31 km from Sarasota International Convention Center, Canario Cottage Home offers air conditioning.

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 7 reviews

Boasting air-conditioned accommodation with a balcony, Spring Oasis is situated in Anna Maria. Guests can benefit from a patio and an outdoor pool.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a private pool, garden view and a balcony, Southern Magnolia is situated in Anna Maria. Guests staying at this holiday home have access to a patio.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a private pool, A Wave From It All - New Luxury Renovated Home Heated Pool Cabana Hammock Walk to Beach is situated in Anna Maria.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, pool view and a balcony, Gulf View Estate is located in Anna Maria. This beachfront property offers access to a patio.

Situated in Anna Maria, Four-Bedroom House features accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a balcony, Casa Mariposa - Luxury Butterfly Garden Steps to Pine Ave PoolSpa Bikes 4 Houses to Beach is situated in Anna Maria.

FAQ about holiday rentals in Anna Maria