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)

3083,82 $ USD total por 3 noches

25–28 oct 2026

Freshly harvested coconuts await your arrival for every person in your booking. (No additional charge). So plan to grab a coconut, set up your beach chair and put your feet in the white sands of Anna Maria Island. Cheers to a relaxing getaway!
Cozy but comfortable living room area.
Main bedroom with queen bed with calm blue accents and comfortable bedding.
2nd bedroom with a twin bed over full bunkbed. Closet space for storage.
Back patio sitting area with comfortable plush sectional sofa and arm chairs facing park and small mangrove preserve.

Coconuts included!+Family Friendly!+Close to Beach

2 bedrooms·2 baths
Holmes Beach • Florida
5(1 review)

1968,03 $ USD total por 7 noches

23–30 oct 2026

the Seaside 21 image 1
the Seaside 21 image 2
the Seaside 21 image 3
the Seaside 21 image 4
the Seaside 21 image 5

the Seaside 21

2 bedrooms·2 baths
Holmes Beach • Florida
4.77(22 reviews)

2180,00 $ USD total por 7 noches

13–20 nov 2026

Gulf Access
Gulf Access
Gulf Access
Gulf Access
Gulf Access

Gulf Access

4 bedrooms·4½ baths
Longboat Key • Florida

2000,00 $ USD total por 3 noches

23–26 oct 2026

Lush and tropical!
Welcome to Silver Sands on Longboat Key!
Stroll north or south on the beach or just sit and wait for the sunrise or sunset -- you've got time.
Silver Sands Gulf Beach Resort!
White sandy beach - ideal!

Tropical Beach Condo!

1 bedroom·1 bath
Longboat Key • Florida
5(11 reviews)

994,40 $ USD total por 3 noches

23–26 oct 2026

Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views

Golf Course and Private Pool Views

2 bedrooms·2 baths
Manatee County • Florida

13.700,00 $ USD total por 60 noches

23 oct – 22 dic 2026

Welcome to The Beach on Longboat Key, Unit 224!
Warm and cozy!
Located mid-island, gulfside!
It's the good life.
White sand and turquoise waters!

Condo With a View 4: On the Beach!

1 bedroom·1 bath
Longboat Key • Florida
4.96(26 reviews)

994,40 $ USD total por 3 noches

23–26 oct 2026

Kitchen
Aerial
Guest Bedroom converted to a king bed
Beach Access
Living Area

Sea Club III #4 2B / 2B Direct Beachfront Condo by RVA

2 bedrooms·2 baths
Longboat Key • Florida

1820,00 $ USD total por 5 noches

23–28 oct 2026

Beachfront Condo on Anna Maria Island, FL, USA
Beachfront Condo on Anna Maria Island, FL, USA
Beachfront Condo on Anna Maria Island, FL, USA
Beachfront Condo on Anna Maria Island, FL, USA
Beachfront Condo on Anna Maria Island, FL, USA

Beachfront Condo on Anna Maria Island, FL, USA

2 bedrooms·2 baths
Anna Maria • Florida

3870,00 $ USD total por 14 noches

23 oct – 6 nov 2026

Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool

Gorgeous Beach Home with heated pool

3 bedrooms·3 baths
Holmes Beach • Florida
5(9 reviews)

14.959,60 $ USD total por 28 noches

23 oct – 20 nov 2026

Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key
Gulf-to-Bay Living on Longboat Key

Gulf-to-Bay Living on Longboat Key

2 bedrooms·2 baths
Longboat Key • Florida

25.878,00 $ USD total por 120 noches

23 oct 2026 – 20 feb 2027

balcony + Gulf view
Living room with Gulf view
059-Unit 401-5
060-Unit 401-6
Beachfront Escape – Private Balcony, Gulf Views image 5

Panoramic Gulf View with Amazing Sunset.

1 bedroom·1 bath
Longboat Key • Florida
4.87(223 reviews)

1227,18 $ USD total por 3 noches

16–19 nov 2026

Renovated Beach Paradise. Ground Floor unit 64 image 1
052-Unit 64-2
059-Unit 64-9
058-Unit 64-8
060-Unit 64-10

Turtle Crawl Inn 64

1 bedroom·1 bath
Longboat Key • Florida
4.88(73 reviews)

932,25 $ USD total por 3 noches

26–29 oct 2026

Right on the beach.Renovated ground Floor unit 63. image 1
020-Unit 63-4
023-Unit 63-7
024-Unit 63-8
Right on the beach.Renovated ground Floor unit 63. image 5

Turtle Crawl Inn 63

0 bedrooms·1 bath
Longboat Key • Florida
4.74(88 reviews)

815,86 $ USD total por 3 noches

27–30 oct 2026

Private pool
Dinning room and kitchen
Fully stocked kitchen
Full stocked kitchen
Full stocked kitchen

Tropical Escape Sarasota

3 bedrooms·2 baths
Sarasota • Florida

2130,00 $ USD total por 7 noches

23–30 oct 2026

Stunning Gulf Views, Elevator to All Floors, Mini Golf, Heated Pool/Spa
Fun in the sun starts here - Hosted by RentAnnaMaria
Sunset Views from Shore to Please! - Hosted by RentAnnaMaria
Shore to Please - Hosted by RentAnnaMaria
Amazing Views! Main Living Space (3rd Floor) - Elevator to All Floors - Hosted by RentAnna Maria

Shore to Please

5 bedrooms·4½ baths
Anna Maria • Florida
5(13 reviews)

3059,78 $ USD total por 4 noches

8–12 nov 2026

Property grounds
Terrace/patio
Bathroom
Bathroom
Bathroom

Beautiful 2 Bed/2 Bath Cozy Cottage Retreat — Your Home Away From Home

1 bedroom·1 bath
Sarasota • Florida

680,00 $ USD total por 3 noches

23–26 oct 2026

Float the day away!
View from our lanai - straight on out!
The sweet life!
Nice and airy!
Relax!

Condo with a View on Longboat Key

0 bedrooms·1 bath
Longboat Key • Florida
4.98(122 reviews)

971,80 $ USD total por 3 noches

26–29 oct 2026

Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!
Ground Floor, Direct Oceanview on LBK!

Ground Floor, Direct Oceanview on LBK!

0 bedrooms·1 bath
Longboat Key • Florida
5(28 reviews)

971,80 $ USD total por 3 noches

23–26 oct 2026

Private screened salt water pool
Sundays on Putnam | Private Heated Pool
Sundays on Putnam | Private Heated Pool
Bright designer kitchen with farmhouse sink, chic pink fridge, and a gas stove.
Sundays on Putnam | Private Heated Pool

Sundays on Putnam | Private Heated Pool

2 bedrooms·2½ baths
Sarasota • Florida

1582,00 $ USD total por 7 noches

23–30 oct 2026

La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 1
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 2
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 3
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 4
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 5

La Quinta Sarasota 2 Double | Breakfast, Gym&Pool

1 bedroom·1 bath
Sarasota • Florida

403,41 $ USD total por 3 noches

23–26 oct 2026

La Quinta Sarasota King Std | Breakfast, Gym&Pool image 1
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 2
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 3
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 4
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 5

La Quinta Sarasota King Std | Breakfast, Gym&Pool

1 bedroom·1 bath
Sarasota • Florida

372,90 $ USD total por 3 noches

23–26 oct 2026

Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!
Paradise at Seaplace on Longboat Key!

Paradise at Seaplace on Longboat Key!

2 bedrooms·2 baths
Longboat Key • Florida

8425,50 $ USD total por 60 noches

23 oct – 22 dic 2026

Spotless & Tranquil Bungalow (Allergen Friendly)
Ra the Tortoise, he loves cucumbers so bring some snackies!
Spotless & Tranquil Bungalow (Allergen Friendly)
Spotless & Tranquil Bungalow (Allergen Friendly)
Spotless & Tranquil Bungalow (Allergen Friendly)

Spotless & Tranquil Bungalow (Allergen Friendly)

1 bedroom·1 bath
Parrish • Florida
5(82 reviews)

718,80 $ USD total por 3 noches

1–4 mar 2027