Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach
Waterfront Pool Home w/Golf membership, near beach

Waterfront Pool Home w/Golf membership, near beach

3 bedrooms·2 baths
Bradenton • Florida

$8,052.00 USD total for 29 nights

Nov 7 – Dec 6, 2026

70" TV
Eclectic painted house
Plush furniture
Easy Access Living Area
Plenty of Seating

356 Azure

3 bedrooms·2 baths
Venice • Florida

$740.15 USD total for 7 nights

Dec 1 – 8, 2026

street view
sit back and relax on this cozy porch
bright ,cheerful open floor plan
cozy wraparound porch
updated fully equipped kitchen with new large sitting island

Tree house by the beach

1 bedroom·1 bath
Venice • Florida

$609.28 USD total for 4 nights

Sep 23 – 27, 2026

Pompano Palms
Pompano Palms
Pompano Palms
Pompano Palms
Pompano Palms

Pompano Palms

3 bedrooms·3½ baths
Palmetto • Florida
$71/ night(excl. fees & taxes)
Relaxing and inviting private pool
Relaxing and inviting private pool
Relaxing and inviting private pool
Grill for guest use right outside the pool patio area
Sit back and relax on a newly added Leather sofa set watching a new 55” smart TV

Pool Villa by the Beach

2 bedrooms·2 baths
Venice • Florida

$595.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Front of the house tucked away in Florida greens
New heated pool
New spa
1 of 2 seating areas by the pool
New hotel style lounge chairs

Manasota Beach Vacation Villa

3 bedrooms·3 baths
Englewood • Florida
5(12 reviews)

$1,912.37 USD total for 7 nights

Sep 23 – 30, 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)

$1,820.40 USD total for 7 nights

Oct 22 – 29, 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)
$280 – $682/ night(excl. fees & taxes)
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)

$14,029.39 USD total for 28 nights

Sep 23 – Oct 21, 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)
$565 – $1,956/ night(excl. fees & taxes)
Quiet 3BD/2BA Home near Warm Mineral Springs Park image 2
Quiet 3BD/2BA Home near Warm Mineral Springs Park image 1
Quiet 3BD/2BA Home near Warm Mineral Springs Park image 3
Quiet 3BD/2BA Home near Warm Mineral Springs Park image 4
Quiet 3BD/2BA Home near Warm Mineral Springs Park image 5

Quiet 3BD/2BA Home near Warm Mineral Springs Park

3 bedrooms·2 baths
North Port • Florida
4.92(12 reviews)
$126/ night(excl. fees & taxes)
Abigial's Cottage Snowbird & pet friendly
Abigial's Cottage Snowbird & pet friendly
Abigial's Cottage Snowbird & pet friendly
Abigial's Cottage Snowbird & pet friendly
Abigial's Cottage Snowbird & pet friendly

Abigial's Cottage Snowbird & pet friendly

2 bedrooms·2 baths
North Port • Florida

$866.00 USD total for 3 nights

Sep 23 – 26, 2026

Coral cottage 2 miles to the beach bring your boat image 1
Coral cottage 2 miles to the beach bring your boat image 2
Coral cottage 2 miles to the beach bring your boat image 3
Coral cottage 2 miles to the beach bring your boat image 4
Coral cottage 2 miles to the beach bring your boat image 5

Coral cottage 2 miles to the beach bring your boat

2 bedrooms·1 bath
Englewood • Florida
$76 – $138/ night(excl. fees & taxes)
Simple Old Florida Style Home image 1
Simple Old Florida Style Home image 2
Simple Old Florida Style Home image 3
Simple Old Florida Style Home image 4
Simple Old Florida Style Home image 5

Bring your motorboat:Simple Old Florida Style Home

2 bedrooms·2 baths
Englewood • Florida
$43 – $106/ night(excl. fees & taxes)
Master king bedroom with en suite bathroom
Home with hot tub, 5 miles to Englewood beach image 2
Home with hot tub, 5 miles to Englewood beach image 3
Home with hot tub, 5 miles to Englewood beach image 4
Home with hot tub, 5 miles to Englewood beach image 5

Home with hot tub, 5 miles to Englewood beach

2 bedrooms·2 baths
Englewood • Florida
4.98(54 reviews)
$80 – $149/ night(excl. fees & taxes)
Villa Happy Gator 2 - Tropical Retreat near Beach
Villa Happy Gator 2 - Tropical Retreat near Beach
Villa Happy Gator 2 - Tropical Retreat near Beach
Villa Happy Gator 2 - Tropical Retreat near Beach
Villa Happy Gator 2 - Tropical Retreat near Beach

Villa Happy Gator 2 - Tropical Retreat near Beach

3 bedrooms·2 baths
Englewood • Florida
5(3 reviews)

$1,008.00 USD total for 5 nights

Sep 23 – 28, 2026