Location

Dates

Guests

Vacation rentals in Sarasota

Kings Gate Mobile Home

Kings Gate Mobile Home

Kings Gate Mobile Home

Kings Gate Mobile Home

Kings Gate Mobile Home

1 bedroom·1 bath

Nokomis • Florida

$3,275.00 USD total for 30 nights

Oct 20 – Nov 19, 2026

Screened in patio, table with seating for 8 and 2 bedrooms look out onto pool as well as the main living space.

Well maintained exterior with new roof and hurricane windows.

Master Bedroom, King bed with french doors to pool and screened in patio

Master Bedroom, King bed, ceiling fan and bedside lamps touch control with USB ports.

Master Bath walk in shower

3BR/2B Vacation Pool Home, Nokomis Fl Rental

3 bedrooms·2 baths

Nokomis • Florida

5(3 reviews)

$2,052.50 USD $1,872.25 USD total for 7 nights

Oct 20 – 27, 2026

Carriage homes, four to a building. Ours is bottom right with light blue car in driveway/garage area.

Enjoy fishing or kayaking from our lakes, this lake is connected to four other lakes accessible via kayak.

Spacious living room with Smart TV and the VIEW!!!

Private ground floor patio/lanai.

Resort Living Turnkey Carriage Home, waterfront

2 bedrooms·2 baths

Venice • Florida

$8,533.22 USD total for 90 nights

Oct 20, 2026 – Jan 18, 2027

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

Oct 20 – 27, 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)

$2,041.29 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)

$2,233.00 USD total for 7 nights

Nov 13 – 20, 2026

Beautiful Resort-Style Gran Paradiso Townhouse

Gran Paradiso Community

Beautiful Resort-Style Gran Paradiso Townhouse

3 bedrooms·2½ baths

Venice • Florida

$150/ night(excl. fees & taxes)

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

$3,870.00 USD total for 14 nights

Oct 20 – Nov 3, 2026

Close to beautiful Venice Beach

Close to beautiful Venice Beach

Close to beautiful Venice Beach

Close to beautiful Venice Beach

Close to beautiful Venice Beach

Close to beautiful Venice Beach

1 bedroom·1 bath

Venice • Florida

$240.00 USD total for 3 nights

Oct 20 – 23, 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 for 28 nights

Oct 20 – Nov 17, 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 for 3 nights

Mar 1 – 4, 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)

$3,035.32 USD total for 4 nights

Nov 8 – 12, 2026

Tropical Mediterranean Villa

Tropical Lanai Salt Water Pool - Jacuzzi

Cathedral Great Room

California King

Villa Ocala

3 bedrooms·2 baths

Venice • Florida

$1,378.60 USD $1,322.38 USD total for 5 nights

Oct 20 – 25, 2026

beautiful pool area - facing south west

Welcome to Villa Happy Gator

Your favorite place for a sunbath

large open space welcomes you

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

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

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

2 bedrooms·2 baths

Venice • Florida

$3,096.20 USD total for 29 nights

Apr 30 – May 29, 2027

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

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

Oct 20 – 24, 2026

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

Oct 20 – 23, 2026

Front of the house tucked away in Florida greens

New heated pool

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

Oct 20 – 27, 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

Oct 20 – 23, 2026

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)

$608.00 USD total for 3 nights

Oct 20 – 23, 2026

Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach

Front of house.

Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach

Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach

Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach

Oceanview Gulf-Front 2BR/2BA | Pass-a-Grille Beach

2 bedrooms·2 baths

St. Pete Beach • Florida

4.99(71 reviews)

$3,721.49 USD $3,202.50 USD total for 7 nights

Nov 11 – 18, 2026