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

Lovely Lakeview Golf Club Condo image 1
Lovely Lakeview Golf Club Condo image 2
Lovely Lakeview Golf Club Condo image 3
Lovely Lakeview Golf Club Condo image 4
Lovely Lakeview Golf Club Condo image 5

Lovely Lakeview Golf Club Condo

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

$2,587.70 USD total for 30 nights

Sep 23 – Oct 23, 2026

Unit 379
Unit 379
Unit 379
Unit 379
Unit 379

Unit 379

2 bedrooms·2 baths
Venice • Florida
4.6(30 reviews)

$5,508.75 USD total for 30 nights

Mar 31 – Apr 30, 2027

Unit 171
Unit 171
Unit 171
Unit 171
Unit 171

Unit 171

2 bedrooms·2 baths
Venice • Florida
4.67(9 reviews)

$5,593.50 USD total for 30 nights

Mar 31 – Apr 30, 2027

Unit 270
Unit 270
Unit 270
Unit 270
Unit 270

Unit 270

2 bedrooms·2 baths
Venice • Florida

$3,096.20 USD total for 29 nights

Apr 30 – May 29, 2027

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

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 total for 7 nights

Sep 23 – 30, 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 – $680/ 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)
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 for 3 nights

Nov 10 – 13, 2026

Entire home in North Port, Florida
Entire home in North Port, Florida
Entire home in North Port, Florida
Entire home in North Port, Florida
Entire home in North Port, Florida

Entire home in North Port, Florida

4 bedrooms·1 bath
North Port • Florida
5(25 reviews)

$560.00 USD total for 3 nights

Sep 23 – 26, 2026

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

3BR Coastal Escape Near Beaches, Golf & Shops
3BR Coastal Escape Near Beaches, Golf & Shops
3BR Coastal Escape Near Beaches, Golf & Shops
3BR Coastal Escape Near Beaches, Golf & Shops
3BR Coastal Escape Near Beaches, Golf & Shops

3BR Coastal Escape Near Beaches, Golf & Shops

3 bedrooms·2 baths
North Port • Florida

$840.00 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)
Englewood Escape: 3BR Water-Front with Pool
Englewood Escape: 3BR Water-Front with Pool
Englewood Escape: 3BR Water-Front with Pool
Englewood Escape: 3BR Water-Front with Pool
Englewood Escape: 3BR Water-Front with Pool

Englewood Escape: 3BR Water-Front with Pool

3 bedrooms·2 baths
Englewood • Florida

$832.50 USD total for 3 nights

Sep 23 – 26, 2026

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)
4BR - Heated Pool and Lanai
4BR - Heated Pool and Lanai
4BR - Heated Pool and Lanai
4BR - Heated Pool and Lanai
4BR - Heated Pool and Lanai

4BR - Heated Pool and Lanai

4 bedrooms·2 baths
North Port • Florida

$1,135.79 USD total for 3 nights

Sep 23 – 26, 2026

3BR Home with Pool & Parking, Solar Power
3BR Home with Pool & Parking, Solar Power
3BR Home with Pool & Parking, Solar Power
3BR Home with Pool & Parking, Solar Power
3BR Home with Pool & Parking, Solar Power

3BR Home with Pool & Parking, Solar Power

3 bedrooms·2 baths
Venice • Florida

$734.50 USD total for 3 nights

Sep 23 – 26, 2026