Holiday rentals in Anna Maria Island

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Top-rated holiday rentals in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Apartment in Bradenton
Minutes to Anna Maria + Canal Hangout Onsite
Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.
4–11 DecIndividual Host,
£119 per night
4.93 out of 5 average rating, 58 reviews
Guest favourite
Home in Holmes Beach
Set AMI
This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.
18–25 AugIndividual Host,
£294 per night
4.96 out of 5 average rating, 157 reviews
Guest favourite
Cottage in Cortez
Ty's Canal Cottage
"Welcome to Ty's Cottage in Historic Cortez Fishing Village, which is one of Florida's last working fishing villages. Located within walking distance to well known Starfish, Swordfish, Tide Tables Restaurants and Tyler's Homemade ice cream. A short 1.3 mile walk to Anna Maria Island with gorgeous beaches. Short driving distance to beautiful golf courses such as IMG Academy Golf and Manatee County Golf Course. Local fishing charters for outstanding fishing. Outdoor sitting area on canal."
2–9 SeptIndividual Host,
£118 per night
4.81 out of 5 average rating, 91 reviews

Popular amenities for Anna Maria Island holiday rentals

Other great holiday rentals in Anna Maria Island

Guest favourite
Home in Anna Maria
ami skyview
12–19 DecIndividual Host,
£867 per night
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Holmes Beach
True beach front home - 3 beds/2 bath, heated pool
6–13 JanProfessional Host,
£711 per night
4.95 out of 5 average rating, 37 reviews
Guest favourite
Guest suite in Bradenton
King Bed Stunning Beach Retreat in great area!
2–9 OctIndividual Host,
£104 per night
5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in Anna Maria
SunKissed Cottage
21–28 AugProfessional Host,
£855 per night
4.87 out of 5 average rating, 23 reviews
Guest favourite
Home in Anna Maria
Amie House Chef’s kitchen Fun pool - walk to beach
16–23 NovIndividual Host,
£1,006 per night
5.0 out of 5 average rating, 28 reviews
Guest favourite
Home in Holmes Beach
Sunkissed & Salty: Dreamy Amenities. Prime Locatio
14–21 DecIndividual Host,
£637 per night
5.0 out of 5 average rating, 19 reviews
Guest favourite
Cottage in Holmes Beach
Sailfish Gulf Suites #1, Beachfront, Steps to the
27 Nov – 4 DecIndividual Host,
£296 per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Anna Maria
Manatee Harbour - heated pool, with canal access
11–18 AprProfessional Host,
£428 per night
5.0 out of 5 average rating, 73 reviews
Guest favourite
Home in Holmes Beach
Last Minute Availability! Gulf Views, 86° Pool/Spa
10–17 OctIndividual Host,
£903 per night
4.95 out of 5 average rating, 61 reviews
Guest favourite
Home in Anna Maria
Island in the Sun
13–20 MayProfessional Host,
£592 per night
4.92 out of 5 average rating, 36 reviews
Guest favourite
Home in Anna Maria
New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
7–14 SeptIndividual Host,
£714 per night
5.0 out of 5 average rating, 57 reviews
Guest favourite
Home in Holmes Beach
Private Luxurious Ground Level Home
18–25 SeptIndividual Host,
£364 per night
5.0 out of 5 average rating, 46 reviews

Destinations to explore