beautiful pool area - facing south west
Welcome to Villa Happy Gator
Your favorite place for a sunbath
large open space welcomes you
entertainment

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

3BR Coastal Oasis: Waterfront Home with Pool
3BR Coastal Oasis: Waterfront Home with Pool
3BR Coastal Oasis: Waterfront Home with Pool
3BR Coastal Oasis: Waterfront Home with Pool
3BR Coastal Oasis: Waterfront Home with Pool

3BR Coastal Oasis: Waterfront Home with Pool

3 bedrooms·2 baths
Port Charlotte • Florida

$1,267.22 USD total for 3 nights

Jan 2 – 5, 2027

Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed

Waterfront • Canal View • Games • King Bed

2 bedrooms·2 baths
Port Charlotte • Florida

$543.90 USD total for 3 nights

Sep 23 – 26, 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

Tropical Mediterranean Villa
Tropical Lanai Salt Water Pool - Jacuzzi
Cathedral Great Room
California King
Modern Kitchen

Villa Ocala

3 bedrooms·2 baths
Venice • Florida

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

Sep 23 – 28, 2026

Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor

Dockside and Waterfront with Pool in Charlotte Harbor

2 bedrooms·2 baths
Port Charlotte • Florida

$769.44 USD total for 4 nights

Sep 23 – 27, 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

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

Screened Lanai - Heated Saltwater Pool - Hot Tub - Canal
Furnished outdoor lanai with TV, pool, hot tub, grill
Enjoy your stay at stunning Villa Tranquility!
26 270 Delido Court-13
Relaxing by the pool

Villa Tranquility | Waterfront Pool & Spa Retreat Near Fishermen’s Village

3 bedrooms·2 baths
Punta Gorda • Florida
4.83(23 reviews)

$1,282.20 USD total for 3 nights

Sep 23 – 26, 2026

Pool and Sun Loungers
Open Concept Living Room - Dining - Kitchen
Enjoy your stay at Villa Capri!
Relaxing by the heated, saltwater pool
Enjoy your stay at stunning Villa Capri!

Villa Capri | Waterfront Escape • Heated Saltwater Pool & Private Dock

3 bedrooms·2 baths
Punta Gorda • Florida
4.84(45 reviews)

$1,282.20 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

Enjoy the outdoor oasis with a dip in relaxation heaven, surrounded by the lush botanical of Florida!
Enjoy the light and airy space for chilling, sleeping, or hanging out!
This space offers ample room for relaxation with the family for a TV night or sleeping arrangements with a pullout extra bed.
Living room image 3
Living room image 4

Pineapple Paradise SWFL

2 bedrooms·2 baths
Port Charlotte • Florida
5(3 reviews)

$762.00 USD total for 3 nights

Sep 23 – 26, 2026

Heated Salt Water Pool/Spa/Canal
Outdoor Seating by pool/spa-overlooking canal
Outdoor lanai with heated, saltwater pool and hot tub
Outdoor seating and dining on the lanai
Outdoor lanai with heated, saltwater pool and hot tub

Villa Tropical | Waterfront Luxury Retreat • Panoramic Water Views, Pool & Spa

3 bedrooms·2 baths
Punta Gorda • Florida
4.95(21 reviews)

$1,960.12 USD total for 3 nights

Nov 15 – 18, 2026

Salt Water Heated Pool- No Additional Charge
Pool View- Master Bedroom Sliding Glass Door
Sunset at the pool
Walkway to the private dock and boat lift
Pets welcome at Villa Hibiscus!

Dog Friendly | Walk to Fishermen’s Village • Pool

3 bedrooms·3 baths
Punta Gorda • Florida
5(55 reviews)

$1,433.15 USD total for 3 nights

Sep 23 – 26, 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

Sep 23 – 26, 2026

Beautiful Resort-Style Gran Paradiso Townhouse
Hot Tub
Gran Paradiso Community
Community Pool
Sports Courts

Beautiful Resort-Style Gran Paradiso Townhouse

3 bedrooms·2½ baths
Venice • Florida
$150/ night(excl. fees & taxes)
One of five satellite pools throughout the community. Our condo is equidistantly located between three of the five satellite pools & the resort style pool.
Tiki bar! The grilled Bang Bang shrimp is our favorite
Resort pool
Punta-Paradise!
Punta-Paradise!

Punta-Paradise!

2 bedrooms·2 baths
Punta Gorda • Florida

$3,090.00 USD total for 30 nights

Sep 23 – Oct 23, 2026

2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool

2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool

3 bedrooms·2 baths
North Port • Florida
4.44(18 reviews)

$652.00 USD total for 3 nights

Sep 23 – 26, 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

Sep 23 – 30, 2026

Heated pool
Entrance
Entrance
Living room
Living room

Sandi Villa

3 bedrooms·2 baths
Cape Coral • Florida

$1,336.31 USD total for 5 nights

Sep 23 – 28, 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!!!
Living room
Private ground floor patio/lanai.

Resort Living Turnkey Carriage Home, waterfront

2 bedrooms·2 baths
Venice • Florida

$7,400.00 USD total for 90 nights

Sep 23 – Dec 22, 2026

Latitude Adjustment on North Captiva- Beachfront
Eastern view provides and amazing sunrise and shade in the hot afternoon. Check out the manatee visiting the dock!
Latitude Adjustment on North Captiva- Beachfront
Latitude Adjustment on North Captiva- Beachfront
There are 5 miles of beautiful beaches to walk on North Captiva, two-thirds of which border a 700-acre state land preserve.

Latitude Adjustment on North Captiva- Beachfront

4 bedrooms·4 baths
Captiva • Florida
5(72 reviews)

$4,443.93 USD total for 5 nights

Oct 11 – 16, 2026

Exterior
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

Sep 23 – Oct 23, 2026

Large private heated pool with expansive lounging space to soak up Florida rays
Water View from Balcony after New House
View of the pool and Gulf of Mexico from the upstairs lanai
Water View from Screened Lanai after New House
Near beachfront, great views of the Gulf of Mexico before New House

Captiva Isles on North Captiva

3 bedrooms·2½ baths
Lee County • Florida
4.93(15 reviews)
$600/ night(excl. fees & taxes)