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

$ 797,44 USD totaal voor 4 nachten

9–13 nov 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)

$ 612,00 USD totaal voor 3 nachten

9–12 nov 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)

$ 1.368,85 USD totaal voor 3 nachten

15–18 nov 2026

Osprey Harbor Village 216
Osprey Harbor Village 216
Osprey Harbor Village 216
Osprey Harbor Village 216
Osprey Harbor Village 216

Osprey Harbor Village 216

3 bedrooms·2 baths
Osprey • Florida

$ 8.340,00 USD totaal voor 30 nachten

9 nov – 9 dec 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 totaal voor 3 nachten

9–12 nov 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)

$ 1.785,40 USD totaal voor 3 nachten

15–18 nov 2026

Salted Sunset at Punta Gorda Isles
Refresh, recharge, and enjoy your private canal-side escape.
Master bedroom
Gather with family and friends in the spacious, sun-filled living area.
Salted Sunset at Punta Gorda Isles

Salted Sunset at Punta Gorda Isles

3 bedrooms·2 baths
Punta Gorda • Florida

$ 817,00 USD totaal voor 3 nachten

30 nov – 3 dec 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 totaal voor 3 nachten

9–12 nov 2026

View from front yard
Short walk to fishing pier
Fishing pier before hurricane Milton - now open but shorter than this photo.
Newly remodeled kitchen
Renovated Waterfront Home

Renovated Waterfront Home

3 bedrooms·2 baths
Osprey • Florida
4.4(5 reviews)

$ 1.394,40 USD totaal voor 7 nachten

9–16 nov 2026

Bright, cozy living room with stylish decor and plenty of natural light
Bright modern living room with cozy seating and open kitchen pass-through
Cozy modern living room with stylish decor and open kitchen connection
Bright, stylish living room with TV and open flow to the kitchen
Bright, stylish living room with large windows and cozy seating

Skelatal Listing: Rebecca Drost - 3705 Toulouse Ct, Punta Gorda, Florida 33950

4 bedrooms·3 baths
Punta Gorda • Florida

$ 30.897,00 USD totaal voor 3 nachten

9–12 nov 2026

Canalfront Punta Gorda Retreat w/ Private Pool
Canalfront Punta Gorda Retreat w/ Private Pool
Canalfront Punta Gorda Retreat w/ Private Pool
Canalfront Punta Gorda Retreat w/ Private Pool
Canalfront Punta Gorda Retreat w/ Private Pool

Canalfront Punta Gorda Retreat w/ Private Pool

4 bedrooms·3 baths
Punta Gorda • Florida

$ 26.107,41 USD totaal voor 3 nachten

9–12 nov 2026

7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key

7th-Floor Water-View Getaway on Siesta Key

1 bedroom·1 bath
Siesta Key • Florida

$ 1.300,00 USD totaal voor 7 nachten

11–18 dec 2026

Relax in the spacious living room while enjoying breathtaking Gulf views through floor-to-ceiling sliding glass doors leading out to the screened/glassed lanai
Spacious living room with comfortable leather seating, a large smart TV, and direct access to the screened/glassed lanai.
Beautifully updated gourmet kitchen featuring granite countertops, stainless steel appliances, and plenty of room to prepare meals.
Designed with extended stays in mind, this spacious kitchen offers abundant cabinetry and generous workspace.
The open dining area comfortably seats six and flows seamlessly into the beautifully updated kitchen.

Gulf Front on Siesta Key - Fishermans Haven 403

2 bedrooms·2 baths
Sarasota • Florida

$ 7.734,34 USD totaal voor 27 nachten

30 dec 2026 – 26 jan 2027

Located directly on the beach! Morning coffee on the lanai overlooking Gulf and beach!
New living room furniture with views!
Siesta Key Beachfront Condo
Siesta Key Beachfront Condo
Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

2 bedrooms·2 baths
Siesta Key • Florida

$ 3.113,26 USD totaal voor 7 nachten

28 nov – 5 dec 2026

Amazing Deep Creek Golf Course
Amazing Deep Creek Golf Course
Amazing Deep Creek Golf Course
Amazing Deep Creek Golf Course
Amazing Deep Creek Golf Course

Amazing Deep Creek Golf Course

2 bedrooms·2 baths
Punta Gorda • Florida

$ 775,00 USD totaal voor 3 nachten

9–12 nov 2026

Beautiful Sarasota villa in a quiet tropical setting with a screened lanai for comfortable outdoor living. Surrounded by palm trees and lush landscaping, this peaceful retreat offers privacy and relaxation just minutes from beaches and attractions.
Sarasota Villa with Pool Access Tennis Near Beach image 2
Sarasota Villa with Pool Access Tennis Near Beach image 3
Sarasota Villa with Pool Access Tennis Near Beach image 4
Sarasota Villa with Pool Access Tennis Near Beach image 5

Sarasota Villa with Pool Access Tennis Near Beach

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

$ 1.543,58 USD totaal voor 7 nachten

9–16 nov 2026

3BR Waterfront Home w/ Dock & Canal Access
3BR Waterfront Home w/ Dock & Canal Access
3BR Waterfront Home w/ Dock & Canal Access
3BR Waterfront Home w/ Dock & Canal Access
3BR Waterfront Home w/ Dock & Canal Access

3BR Waterfront Home w/ Dock & Canal Access

3 bedrooms·2 baths
Punta Gorda • Florida

$ 11.766,00 USD totaal voor 3 nachten

14–17 aug 2027

Bedroom
House from front
Pool on back of the house
Guest unit entrance from right side
Shower

Peaceful private unit with own entrance and pool

1 bedroom·1 bath
Punta Gorda • Florida
5(1 review)

$ 285,00 USD totaal voor 3 nachten

9–12 nov 2026

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 totaal voor 30 nachten

9 nov – 9 dec 2026

[Living area] Smart TV with Netflix & Hulu
Waterfront tiny home sits on a private 1.5 acre inland peninsula! The perfect location for bird watching & kayaking around the lake.
[Living area] Doorway to the left leads into the main bedroom.
[Kitchen] Fully stocked & equipped kitchen with large farm sink and convection cooktop.
[Living area] French doors open up into the spacious backyard. Sofa converts into a bed for additional sleeping space.

@Shellmateisland |tiny home| island| bikes| kayaks

1 bedroom·1 bath
Sarasota • Florida

$ 557,00 USD totaal voor 3 nachten

9–12 nov 2026

The tiny home sits on a private 1.5 acre inland peninsula!
[Patio] Shared outdoor living space with fire pit
[Living area] This luxury 270sqft craftsman style tiny home is in the ideal location for your beach getaway.
Outdoor dining options available in the screened in lounge.
[Kitchen] Fully equipped kitchen featuring stainless steel appliances & gas cooktop. Coffee maker for all the coffee lovers out there!

·@Tiffanythetinyhome| island | netflix|bike|hammock

1 bedroom·1 bath
Sarasota • Florida

$ 437,00 USD totaal voor 3 nachten

9–12 nov 2026

Best Deals on Siesta Key image 1
Best Deals on Siesta Key image 2
Best Deals on Siesta Key image 3
Best Deals on Siesta Key image 4
Best Deals on Siesta Key image 5

Best Deals on Siesta Key

1 bedroom·1 bath
Sarasota • Florida
4.72(155 reviews)

$ 532,00 USD totaal voor 3 nachten

9–12 nov 2026

Pool
Outdoor dining
Drone view of Crescent Property.
Beachside
Interior

Crescent Siesta Key Unit 406.

2 bedrooms·2 baths
Siesta Key • Florida
5(76 reviews)

$ 4.639,75 USD $ 4.442,00 USD totaal voor 7 nachten

9–16 nov 2026

Private beach access is 350 steps from property gate
Incredible Pool
Gated access and covered parking
Brand new furnishings make this feel like a retreat
Enjoy meals inside or on the balcony

Beach, Bay, Food, Fun - 2BD/2BA

2 bedrooms·2 baths
Siesta Key • Florida
4.67(9 reviews)

$ 1.488,48 USD totaal voor 5 nachten

27 nov – 2 dec 2026