Private courtyard patio with dining for 4.
Private courtyard patio
Courtyard patio
Exterior detail
Living area

Comforts of Home in Secure Gated Community Just 2 Miles from Anna Maria Island

2 bedrooms·2 baths
Bradenton • Florida
5(2 reviews)

$5,780.00 USD total for 30 nights

Oct 20 – Nov 19, 2026

The Surof House
The Surof House
The Surof House
The Surof House
The Surof House

The Surof House

2 bedrooms·1 bath
Bradenton Beach • Florida
5(2 reviews)

$3,083.82 USD total for 3 nights

Oct 25 – 28, 2026

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My Peaceful place on the bay. image 5

My Peaceful place on the bay.

2 bedrooms·2 baths
Bradenton • Florida
4.99(187 reviews)

$549.49 USD total for 3 nights

Oct 28 – 31, 2026

My Sunny home on the Bay. image 1
My Sunny home on the Bay. image 2
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My Sunny home on the Bay. image 5
My Sunny home on the Bay. image 6

My Sunny home on the Bay.

2 bedrooms·2 baths
Bradenton • Florida
4.98(273 reviews)

$576.61 USD total for 3 nights

Oct 26 – 29, 2026

Tranquility on the bay. image 1
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Tranquility on the bay. image 5

Tranquility on the bay.

2 bedrooms·2 baths
Bradenton • Florida
4.99(159 reviews)

$610.51 USD total for 3 nights

Oct 26 – 29, 2026

Landscape lighting and firepit in the front of the house
View of the canal in the back of the house
Sunrise over the pool and covered outdoor seating.
Large pull out sectional facing the fireplace and flatscreen TV
Living room with pull out couch, flatscreen and dining table

Tropi-Casa

4 bedrooms·2 baths
Bradenton • Florida

$862.50 USD total for 3 nights

Oct 20 – 23, 2026

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Casa Bonita

3 bedrooms·3½ baths
Bradenton Beach • Florida
5(13 reviews)

$2,799.00 USD total for 5 nights

Oct 24 – 29, 2026

Screened heated salt pool, hot tub and patio. Includes new smart TV, patio furniture, picnic table and chaise lounge chairs.
Relax in our bubbling, heated salt hot tub!
Beaches + Htd Pool/Spa + Fenced Yard + Game Room! image 3
Master bedroom with new king bed, smart TV, private attached bathroom, ceiling fan and double closets.
Bedroom offers 2 new twin beds and 1 new full bed. Also includes new smart TV and ceiling fan.

AMI Beaches + Heated Salt Pool + Spa + Large Yard

3 bedrooms·2 baths
Bradenton • Florida
5(49 reviews)

$1,850.00 USD total for 3 nights

Oct 30 – Nov 2, 2026

Making Waves
Making Waves
Making Waves
Making Waves
Making Waves

Making Waves

3 bedrooms·3 baths
Bradenton Beach • Florida
5(1 review)

$4,194.00 USD total for 4 nights

Nov 14 – 18, 2026

Family home on Golf Course image 1
Family home on Golf Course image 2
Pool
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Family home on Golf Course

4 bedrooms·4 baths
Bradenton • Florida

$2,550.00 USD total for 5 nights

Oct 20 – 25, 2026

Screened lanai with table and chairs
Our ground floor corner unit
Loungers in front of building
View down the beach
Aerial view of building from Gulf

Beachfront Condo in Bradenton Beach – Ground Floor

1 bedroom·1 bath
Bradenton Beach • Florida

$1,768.82 USD total for 3 nights

Dec 20 – 23, 2026

Beautiful sunset view from living room
New chairs that sit higher than railing to see over
Pathway to beach
Aerial view of building from Gulf
Loungers

Beachfront Condo in Bradenton Beach – Gulf Views

1 bedroom·1 bath
Bradenton Beach • Florida

$1,436.06 USD total for 3 nights

Nov 5 – 8, 2026

Dive into your own private paradise! Welcome to your "Happy Place" with a private fully-fenced backyard, surrounded by mature palm trees and a spacious HEATED SALTWATER POOL, plus tons of color changing lights!
Covered patio with fire pit, dining area & BBQ—perfect evenings
The sunlit Family Room with sparkling swimming pool views, an expansive L-shaped couch, oversized ottoman, children's books, games, and Smart TV for endless entertainment options, make it the perfect hub for relaxation and family fun!
Screened pool oasis with loungers, travertine deck & sunset views
Stainless LG appliances Quartz countertops Child & baby-friendly amenities Fully Stocked

Heated Pool+5mile to AMI & IMG+Kid Friendly

4 bedrooms·2 baths
Bradenton • Florida
5(114 reviews)

$1,412.82 USD total for 4 nights

Oct 21 – 25, 2026

DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!
DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!
DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!
DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!
3-story Townhouse (Living areas on 2nd and 3rd Floors)

DazeOffAMI - Gulf & Bay Views, Walk to Bridge St!

3 bedrooms·2½ baths
Bradenton Beach • Florida
5(149 reviews)

$2,508.57 USD total for 7 nights

Oct 24 – 31, 2026

Dans Florida Condos Sandy Slippers at Runaway Bay
Dans Florida Condos Sandy Slippers at Runaway Bay
Dans Florida Condos Sandy Slippers at Runaway Bay
Dans Florida Condos Sandy Slippers at Runaway Bay
Dans Florida Condos Sandy Slippers at Runaway Bay

Dans Florida Condos Sandy Slippers at Runaway Bay

2 bedrooms·2 baths
Bradenton Beach • Florida

$2,467.80 USD total for 7 nights

Oct 25 – Nov 1, 2026

Riverfront 4BR: Heated Pool, Hot Tub, Boat Dock
Riverfront 4BR: Heated Pool, Hot Tub, Boat Dock
Riverfront 4BR: Heated Pool, Hot Tub, Boat Dock
Riverfront 4BR: Heated Pool, Hot Tub, Boat Dock
Riverfront 4BR: Heated Pool, Hot Tub, Boat Dock

Riverfront 4BR: Heated Pool, Hot Tub, Boat Dock

4 bedrooms·4 baths
Ellenton • Florida
5(3 reviews)

$3,160.41 USD $2,884.81 USD total for 5 nights

Oct 20 – 25, 2026

Dans Florida Condos Dolphin Bay at Runaway Bay
Dans Florida Condos Dolphin Bay at Runaway Bay
Dans Florida Condos Dolphin Bay at Runaway Bay
Dans Florida Condos Dolphin Bay at Runaway Bay
Dans Florida Condos Dolphin Bay at Runaway Bay

Dans Florida Condos Dolphin Bay at Runaway Bay

2 bedrooms·2 baths
Bradenton Beach • Florida

$2,353.00 USD total for 7 nights

Oct 23 – 30, 2026

Dans Florida Condos Sea Esta at Runaway Bay
Dans Florida Condos Sea Esta at Runaway Bay
Dans Florida Condos Sea Esta at Runaway Bay
Dans Florida Condos Sea Esta at Runaway Bay
Dans Florida Condos Sea Esta at Runaway Bay

Dans Florida Condos Sea Esta at Runaway Bay

1 bedroom·1 bath
Bradenton Beach • Florida

$1,777.76 USD total for 7 nights

Oct 20 – 27, 2026

Dans Florida Condos Ocean Pearl at Runaway Bay
Dans Florida Condos Ocean Pearl at Runaway Bay
Dans Florida Condos Ocean Pearl at Runaway Bay
Dans Florida Condos Ocean Pearl at Runaway Bay
Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

2 bedrooms·2 baths
Bradenton Beach • Florida

$2,334.52 USD total for 7 nights

Oct 20 – 27, 2026

Dans Florida Condos Sea Dream at Runaway Bay
Dans Florida Condos Sea Dream at Runaway Bay
Dans Florida Condos Sea Dream at Runaway Bay
Dans Florida Condos Sea Dream at Runaway Bay
Dans Florida Condos Sea Dream at Runaway Bay

Dans Florida Condos Sea Dream at Runaway Bay

2 bedrooms·2 baths
Bradenton Beach • Florida

$2,169.88 USD total for 7 nights

Oct 23 – 30, 2026

32” TV with streaming device Comfortable couch.
Kitchen, diningroom, livingroom area
Gulf Coast Paradise Hideaway
Queen bed, night stand with usb plug, and lamp. 32”TV with streaming device sits on top of Armoire with plenty of storage. Bedroom does have closet with hangers.
Gulf Coast Paradise Hideaway

Gulf Coast Paradise Hideaway

1 bedroom·1 bath
Palmetto • Florida

$989.85 USD $911.32 USD total for 7 nights

Oct 20 – 27, 2026

beautiful pool area - facing south west
Welcome to Villa Happy Gator
Your favorite place for a sunbath
large open space welcomes you
entertainment

Florida Pool Villa Happy Gator

3 bedrooms·2 baths
Venice • Florida
5(102 reviews)

$1,689.35 USD $1,616.18 USD total for 7 nights

Oct 27 – Nov 3, 2026

Coastal Palm Hideaway
Coastal Palm Hideaway
Coastal Palm Hideaway
Coastal Palm Hideaway
Coastal Palm Hideaway

Coastal Palm Hideaway

4 bedrooms·2 baths
Bradenton • Florida
4.92(62 reviews)

$868.97 USD total for 3 nights

Oct 20 – 23, 2026

Guests love the outdoor space of this home, which includes a heated pool, covered seating area with a Roku TV, outdoor dining space and mural. Everything is screened so bugs and tropical wildl
The home has a large heated pool, with new paver deck and new pool cage!
The garage of the home has foosball, darts, and a pingpong table. There are beach chairs, toys, and umbrellas available for guests to use.
Enjoy a movie night after a day at the beach! The living room has a large cozy sectional, tv, and fireplace.
The primary bedroom flows right out to the pool!

Palma Rosa

3 bedrooms·2 baths
Bradenton • Florida
5(41 reviews)

$1,101.60 USD total for 3 nights

Nov 13 – 16, 2026