Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 1
Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 2
Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 3
We have since added a couple outdoor chairs and a table here
Chill & Play: 4br home- Heated Pool, Lanai, Beach! image 5

Chill & Play: 4br home- Heated Pool, Lanai, Beach!

4 bedrooms·2 baths
Largo • Florida
4.93(45 reviews)
$275 – $285/ Nacht(zzgl. Gebühren & Steuern)
Southern Plantation Oasis
Southern Plantation Oasis
Southern Plantation Oasis
Southern Plantation Oasis
Southern Plantation Oasis

Southern Plantation Oasis

6 bedrooms·3 baths
Greater Northdale • Florida
$1.045 – $1.360/ Nacht(zzgl. Gebühren & Steuern)
Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane
Paradise on Parkview Lane

Paradise on Parkview Lane

3 bedrooms·1 bath
Largo • Florida
5(1 review)

899,00 $ USD gesamt für 3 Nächte

3.–6. Jan. 2027

Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest
Funshine Flamingo's Nest

Funshine Flamingo's Nest

1 bedroom·1 bath
Largo • Florida
$78 – $130/ Nacht(zzgl. Gebühren & Steuern)
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)
$280 – $682/ Nacht(zzgl. Gebühren & Steuern)
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)

1.830,39 $ USD gesamt für 7 Nächte

22.–29. Okt. 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)

14.261,94 $ USD gesamt für 28 Nächte

25. Sept. – 23. Okt. 2026

The Oaks at Keene Estate
The Oaks at Keene Estate
The Oaks at Keene Estate
The Oaks at Keene Estate
The Oaks at Keene Estate

The Oaks at Keene Estate

6 bedrooms·4 baths
Clearwater • Florida

3.855,00 $ USD gesamt für 4 Nächte

17.–21. März 2027

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)
$582 – $2.015/ Nacht(zzgl. Gebühren & Steuern)
My Peaceful place on the bay. image 1
My Peaceful place on the bay. image 2
My Peaceful place on the bay. image 3
My Peaceful place on the bay. image 4
My Peaceful place on the bay. image 5

My Peaceful place on the bay.

2 bedrooms·2 baths
Bradenton • Florida
4.99(187 reviews)
$111 – $195/ Nacht(zzgl. Gebühren & Steuern)
Tranquility on the bay. image 1
Tranquility on the bay. image 2
Tranquility on the bay. image 3
Tranquility on the bay. image 4
Tranquility on the bay. image 5

Tranquility on the bay.

2 bedrooms·2 baths
Bradenton • Florida
4.99(159 reviews)
$119 – $195/ Nacht(zzgl. Gebühren & Steuern)
My Sunny home on the Bay. image 1
My Sunny home on the Bay. image 2
My Sunny home on the Bay. image 4
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)
$119 – $185/ Nacht(zzgl. Gebühren & Steuern)
IMG Academy, Heated Pool, Huge Game Room & Golf! image 1
IMG Academy, Heated Pool, Huge Game Room & Golf! image 2
IMG Academy, Heated Pool, Huge Game Room & Golf! image 3
IMG Academy, Heated Pool, Huge Game Room & Golf! image 4
IMG Academy, Heated Pool, Huge Game Room & Golf! image 5

Sunny Bradenton Oasis, Pool/ Near Beaches & Golf!

4 bedrooms·2 baths
Bradenton • Florida

853,15 $ USD 821,80 $ USD gesamt für 3 Nächte

28. Sept. – 1. Okt. 2026

Gulf Drive Living
Gulf Drive Living
Gulf Drive Living
Gulf Drive Living
Gulf Drive Living

Gulf Drive Living

2 bedrooms·1 bath
Holmes Beach • Florida

3.150,00 $ USD gesamt für 7 Nächte

25. Sept. – 2. Okt. 2026

A fun outdoor game area for adults and kids alike, featuring putt putt golf, ladder ball, axe throwing, giant Connect 4, and cornhole. Cozy string lights create a welcoming vibe, perfect for family fun, friendly competition, and relaxing evenings.
Florida Vacation Pool Home in Largo
While kids enjoy games like cornhole, adults can relax by the cozy fire pit or gather for an outdoor movie night, creating the perfect balance of fun and relaxation for everyone.
Relax and unwind in the spacious six-person hot tub, perfect for soaking under the open sky after a long day. Designed for comfort and group enjoyment, it’s ideal for couples, families, or friends looking to enjoy a warm, private retreat during their stay.
Florida Vacation Pool Home in Largo

Florida Vacation Pool Home in Largo

3 bedrooms·2 baths
Largo • Florida
5(4 reviews)

1.164,66 $ USD gesamt für 3 Nächte

31. Okt. – 3. Nov. 2026

Front of Home
Front door to unit
Entrance Stairs
Kitchen
Closet in Kitchen area

The Blue House in Clearwater

2 bedrooms·1 bath
Clearwater • Florida

3.559,50 $ USD gesamt für 30 Nächte

25. Sept. – 25. Okt. 2026

Lanier Retreat
Lanier Retreat
Lanier Retreat
Lanier Retreat
Lanier Retreat

Lanier Retreat

0 bedrooms·0 baths
Hillsborough County • Florida
$30/ Nacht(zzgl. Gebühren & Steuern)
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 gesamt für 7 Nächte

25. Sept. – 2. Okt. 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 gesamt für 7 Nächte

25. Sept. – 2. Okt. 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 gesamt für 7 Nächte

25. Sept. – 2. Okt. 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 gesamt für 7 Nächte

25. Sept. – 2. Okt. 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 gesamt für 7 Nächte

25. Sept. – 2. Okt. 2026

Sweet Craftsman home, free bikes, near beach & DT image 1
Sweet Craftsman home, free bikes, near beach & DT image 2
Sweet Craftsman home, free bikes, near beach & DT image 3
Sweet Craftsman home, free bikes, near beach & DT image 4
Sweet Craftsman home, free bikes, near beach & DT image 5

Adorable Private Craftsman

2 bedrooms·1 bath
Clearwater • Florida
4.86(267 reviews)

502,00 $ USD 482,65 $ USD gesamt für 3 Nächte

25.–28. Sept. 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)

2.682,59 $ USD gesamt für 7 Nächte

26. Sept. – 3. Okt. 2026