Down by the Bay
Down by the Bay
Down by the Bay
Down by the Bay
Down by the Bay

Down by the Bay

2 bedrooms·2 baths
Englewood • Florida

$ 5.480,00 USD totaal voor 28 nachten

26 okt – 23 nov 2026

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 totaal voor 5 nachten

30 okt – 4 nov 2026

Cozy coastal living with Smart TV & relaxing vibe
Lido Beach Pool & Pavilion, The 25-meter lap pool is open Friday through Sunday, from 10:00 am to 4:30 pm, weather permitting. Fees apply.
Primary queen suite with private ensuite and plenty of natural light
Lido Key Beach
Sunny dining area for morning coffee or family dinners

Lido Key | Steps to Beach, Walk to St. Armands

2 bedrooms·2 baths
Sarasota • Florida
4.97(39 reviews)

$ 1.282,00 USD totaal voor 3 nachten

8–11 nov 2026

Main living room with ample seating, dining today and bright sunshine gracing the windows.
Move the additional seating over to the couch after sitting down for dinner.
Lido Key Beach
Dinner for 4. Quick and easy access to the full size kitchen for home cooked meals while on vacay.
Queen bed, with additional ceiling fans if you like it really cold and of course your very own private full bathroom. Also, ample closet space to fully stretch out.

Lido Key Beach Escape | 2 Private Suites

2 bedrooms·2 baths
Sarasota • Florida
4.95(21 reviews)

$ 1.862,55 USD totaal voor 3 nachten

7–10 nov 2026

3 BR Pool Home, Near the Beach & Golf Courses!
3 BR Pool Home, Near the Beach & Golf Courses!
3 BR Pool Home, Near the Beach & Golf Courses!
3 BR Pool Home, Near the Beach & Golf Courses!
3 BR Pool Home, Near the Beach & Golf Courses!

3 BR Pool Home, Near the Beach & Golf Courses!

3 bedrooms·2 baths
Port Charlotte • Florida

$ 673,12 USD totaal voor 3 nachten

26–29 okt 2026

HEATED SALT WATER POOL! This beautiful modern pool gets up to 5ft in depth, and has enough room for all the friends and family. With a stunning background, a fully enclosed screened in lanai, and fountains, escape into the tranquility of luxury.
Raised Ceilings, Room darkening shades, and a modern, cozy feel with seating for up to 6! Fan has remote control with 3 settings & lights
Large area to prepare meals, double door refrigerator and freezer, reverse mount sink with dish washer, oven, plenty of storage space and remote soap dispenser
A Large, king mattress is provided for the main bedroom. This very large room also has 2 night stands, overhead remote control fan, LED streaming TV, darkening shades and blinds, and your own private bathroom.
Our beautiful pool has fountains and sprayers with LED lights and 2 sun loungers to really enjoy your stay in privacy. The lush foliage around the entire pool deck allows complete tranquility!

Modern Villa Heated Saltwater Pool 10 Min to Beach

3 bedrooms·2 baths
Rotonda West • Florida

$ 665,60 USD totaal voor 3 nachten

26–29 okt 2026

Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental

Sarasota vacation rental

3 bedrooms·2 baths
Sarasota • Florida

$ 500,00 USD totaal voor 3 nachten

26–29 okt 2026

Heated pool & spa
Bathroom 1 bath/shower
Bathroom 2 walk in shower
Bedroom 1
Bedroom 3

Heated Pool & Spa 3bd/2bth, near Siesta Key Beach

3 bedrooms·2 baths
Sarasota • Florida

$ 600,00 USD totaal voor 3 nachten

26–29 okt 2026

Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month

Art Deco Masterpiece High Season Multi-Month

2 bedrooms·2 baths
Sarasota • Florida

$ 31.480,00 USD totaal voor 120 nachten

26 okt 2026 – 23 feb 2027

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

$ 1.049,50 USD totaal voor 3 nachten

26–29 okt 2026

Sunset View from backyard
Heated Pool and SPA
Exterior
Private kitchen
Master Bedroom with work station

Casa Mar Van Beautiful newly renovated Home on Canal Heated Pool w/Spa andLanai

2 bedrooms·2 baths
Rotonda West • Florida
$135/ nacht(excl. kosten & belastingen)
Waterfront Retreat with Private Pool | Spacious 3BR, Sleeps 10
Living Area
Outdoor Dining
Pool
King Bed

Waterfront Retreat with Private Pool | Spacious 3BR, Sleeps 10

3 bedrooms·3 baths
Rotonda West • Florida
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 totaal voor 3 nachten

26–29 okt 2026

La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 1
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 2
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 3
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 4
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 5

La Quinta Sarasota 2 Double | Breakfast, Gym&Pool

1 bedroom·1 bath
Sarasota • Florida

$ 274,59 USD totaal voor 3 nachten

26–29 okt 2026

La Quinta Sarasota King Std | Breakfast, Gym&Pool image 1
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 2
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 3
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 4
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 5

La Quinta Sarasota King Std | Breakfast, Gym&Pool

1 bedroom·1 bath
Sarasota • Florida

$ 242,95 USD totaal voor 3 nachten

26–29 okt 2026

Your private saltwater pool, with complimentary heating included in every stay. Heating target: 85°F (29°C), weather permitting. Enjoy tropical surroundings, lounge chairs, and your own screened lanai.
Spacious living area with vaulted ceiling detail, ceiling fan, large TV, tropical accent chairs, and easy access to the nearby bedroom.
Bright, open kitchen with white cabinetry, stainless steel appliances, a large stone island with bar seating, and easy access to the dining area and screened patio.
This inviting primary bedroom offers a king bed, elegant tray ceiling, ceiling fan, dresser storage, and direct access to the ensuite bathroom. Soft coastal decor, bright lighting, and plenty of open floor space make the room feel airy and clean!
Enjoy evenings by your private saltwater pool, with complimentary pool heating included in every stay. Heating target: 85°F (29°C), weather permitting. Pool and enclosure lighting make the lanai especially inviting after sunset.

Heated Saltwater Pool | Near Beach | Pets Welcome!

3 bedrooms·2 baths
Rotonda West • Florida

$ 588,80 USD totaal voor 3 nachten

26–29 okt 2026

Sunshine and blue skies as far as the eye can see
Open concept living area with sliders to the lanai and a 55" smart TV
The kitchen is fully stocked!
Plenty of outdoor seating on our lanai
Paradise awaits!

Flip Flops and Tank Tops

3 bedrooms·2 baths
Rotonda West • Florida
5(19 reviews)

$ 1.568,00 USD $ 1.500,80 USD totaal voor 6 nachten

26 okt – 1 nov 2026

Living room from hallway
Seasonal Golf-Course Townhome in The Meadows – Fully Furnished
Fully equipped kitchen opens on courtyard
Courtyard
Patio with golf view

Seasonal Golf-Course Townhome in The Meadows – Fully Furnished

3 bedrooms·2 baths
Sarasota • Florida
4(1 review)

$ 14.362,15 USD totaal voor 75 nachten

2 jan – 18 mrt 2027

Beautiful, Clean, Open Floor plan, pool faces SW
Beautiful, Clean, Open Floor plan, pool faces SW
Beautiful, Clean, Open Floor plan, pool faces SW
Beautiful, Clean, Open Floor plan, pool faces SW
Beautiful, Clean, Open Floor plan, pool faces SW

Beautiful, Clean, Open Floor plan, pool faces SW

3 bedrooms·3 baths
Rotonda West • Florida

$ 930,00 USD totaal voor 4 nachten

16–20 dec 2026

Private screened salt water pool
Sundays on Putnam | Private Heated Pool
Sundays on Putnam | Private Heated Pool
Bright designer kitchen with farmhouse sink, chic pink fridge, and a gas stove.
Sundays on Putnam | Private Heated Pool

Sundays on Putnam | Private Heated Pool

2 bedrooms·2½ baths
Sarasota • Florida

$ 1.525,00 USD totaal voor 7 nachten

26 okt – 2 nov 2026

5 minutes to the beaches of Boca grande
PLACIDA: 2/2 Villa A, private pool SOUTH GULF COVE
PLACIDA: 2/2 Villa A, private pool SOUTH GULF COVE
PLACIDA: 2/2 Villa A, private pool SOUTH GULF COVE
PLACIDA: 2/2 Villa A, private pool SOUTH GULF COVE

PLACIDA: 2/2 Villa A, private pool SOUTH GULF COVE

2 bedrooms·2 baths
Port Charlotte • Florida
5(29 reviews)

$ 1.473,00 USD $ 1.274,55 USD totaal voor 7 nachten

26 okt – 2 nov 2026

Property grounds
Terrace/patio
Bathroom
Bathroom
Bathroom

Beautiful 2 Bed/2 Bath Cozy Cottage Retreat — Your Home Away From Home

1 bedroom·1 bath
Sarasota • Florida

$ 713,00 USD totaal voor 3 nachten

26–29 okt 2026

Waterfront Paradise image 1
Waterfront Paradise image 2
Waterfront Paradise image 3
Waterfront Paradise image 4
Waterfront Paradise image 5

Waterfront Paradise

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

$ 648,00 USD totaal voor 3 nachten

1–4 nov 2026

Private pool
Dinning room and kitchen
Fully stocked kitchen
Full stocked kitchen
Full stocked kitchen

Tropical Escape Sarasota

3 bedrooms·2 baths
Sarasota • Florida

$ 2.130,00 USD totaal voor 7 nachten

26 okt – 2 nov 2026