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Vacation rentals in Englewood, Florida, United States

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 1

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 2

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 3

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 4

Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 5

Lovely room 5 miles from Siesta Key w/ Pool & Spa!

1 bedroom·1 bath

Sarasota • Florida

4.87(60 reviews)

$ 225,00 USD total por 3 noites

1 – 4 de nov. de 2026

Serenity’s Edge Reflections

Serenity’s Edge saltwater infinity edge private pool

Serenity’s Edge

Interior Entry hallway looking in

Serenity’s Edge

4 bedrooms·4 baths

Cape Coral • Florida

5(1 review)

$ 4.124,82 USD total por 7 noites

23 – 30 de out. de 2026

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

3 bedrooms·2 baths

Siesta Key • Florida

5(26 reviews)

$ 14.950,00 USD total por 28 noites

15 de abr. – 13 de mai. de 2027

Siesta Key beach

Dusk view of front of building

Front door and porch area

Front door and sliding glass doors

Siesta Key Village Vacation Rental – Walk to Beach

2 bedrooms·1 bath

Sarasota • Florida

$ 890,90 USD total por 3 noites

23 – 26 de out. de 2026

Heated Saltwater Pool

The pool and surrounding area features enough lighting to enjoy the Florida evenings in style!

Catch the game on the 75" TV from the HOT TUB!

Newly remodeled kitchen with new stainless steel appliances (refrigerator, induction cook top, built in microwave/oven and dishwasher).

Living Room featuring a large sectional sofa and a 55" smart TV. Sit and enjoy the abundance of natural light.

The Funky Fish House

2 bedrooms·2 baths

Sarasota • Florida

4.99(156 reviews)

$ 1.603,85 USD total por 5 noites

28 de out. – 2 de nov. de 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)

$ 4.235,43 USD total por 5 noites

1 – 6 de nov. de 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/ noite(excl. taxas & impostos)

2 full screened in decks for peaceful relaxation

Play a game in the screened in porch with a million dollar view!

Enjoy the sunset hour from atop!

Fresh breeze while cooking island eats

Pool complete with outdoor shower and foot washers near both steps

Isle Escape

5 bedrooms·5 baths

Inlet Beach • Florida

5(16 reviews)

$ 5.056,14 USD total por 5 noites

6 – 11 de dez. de 2026

FlipFlopsOn III Vacation Rental • 3 Blocks to the water • FL’s Gulf Coast • Sleeps 6

Your boutique Mediterranean-style 2BR bungalow (4 beds) — resort level comfort + coastal charm!

Your own private resort — located on a serene palm-lined lain in Sarasota’s coveted coastal district!

Half a mile to the Siesta Key, home of Siesta Key Beach — experience the sugar white sands of America’s #1 beach!

A Mediterranean-meets-California retreat where natural textures and curated details invite beautiful living

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Gulf

2 bedrooms·1 bath

Sarasota • Florida

5(2 reviews)

$ 2.248,70 USD total por 7 noites

24 – 31 de out. de 2026

Welcome to Tortuga Sunset—your island home awaits 🏡🌴

“Open spaces, cozy places—your perfect beachside retreat 🌊🛋️”

“Gather ‘round—meals taste better with a side of island vibes 🍽️🌴”

Master Bedroom-King bed

Spacious, inviting, and ready to welcome all. Our home offers room for everyone, ensuring that every gathering is filled with laughter, warmth, and shared moments. Create memories that resonate in every corner

Tortuga Sunset

3 bedrooms·3½ baths

Captiva • Florida

5(1 review)

$ 3.081,30 USD $ 2.841,49 USD total por 5 noites

26 – 31 de out. de 2026

Private kitchen

Villa Brillante: Cape Coral Waterfront Villa, Sleeps 6

3 bedrooms·2 baths

Cape Coral • Florida

5(2 reviews)

$ 2.657,95 USD total por 6 noites

23 – 29 de out. de 2026

Exterior detail

Island Oasis/Hidden Beach House-Private pool

3 bedrooms·2 baths

Captiva • Florida

5(75 reviews)

$ 1.338,00 USD $ 1.070,40 USD total por 3 noites

23 – 26 de out. de 2026

Gulf Coast Retreat: 3BR Waterfront | Heated Pool

Gulf Coast Retreat: 3BR Waterfront | Heated Pool

Gulf Coast Retreat: 3BR Waterfront | Heated Pool

Gulf Coast Retreat: 3BR Waterfront | Heated Pool

Gulf Coast Retreat: 3BR Waterfront | Heated Pool

Gulf Coast Retreat: 3BR Waterfront | Heated Pool

3 bedrooms·3 baths

Cape Coral • Florida

$ 888,00 USD total por 3 noites

2 – 5 de dez. de 2026

3BR Cape Coral Waterfront Home | Pool & Lanai

3BR Cape Coral Waterfront Home | Pool & Lanai

3BR Cape Coral Waterfront Home | Pool & Lanai

3BR Cape Coral Waterfront Home | Pool & Lanai

3BR Cape Coral Waterfront Home | Pool & Lanai

3BR Cape Coral Waterfront Home | Pool & Lanai

3 bedrooms·2 baths

Cape Coral • Florida

$ 1.179,93 USD total por 3 noites

23 – 26 de out. de 2026

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 1

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 2

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 3

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 4

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 5

Villa Blanca | Luxury 5BR Pool Home on Siesta Key

5 bedrooms·4 baths

Sarasota • Florida

5(2 reviews)

$ 11.383,59 USD $ 10.850,06 USD total por 7 noites

19 – 26 de dez. de 2026

Palmetto House

3 bedrooms·3 baths

Sarasota • Florida

$ 2.230,86 USD $ 2.036,45 USD total por 7 noites

9 – 16 de nov. de 2026

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

1 bedroom·1 bath

Bokeelia • Florida

$ 2.100,00 USD total por 7 noites

23 – 30 de out. de 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

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 total por 3 noites

8 – 11 de nov. de 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.

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 total por 3 noites

7 – 10 de nov. de 2026

Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course

Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course

Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course

Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course

Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course

Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course

4 bedrooms·2 baths

Cape Coral • Florida

4.67(3 reviews)

$ 2.018,54 USD total por 6 noites

26 de out. – 1 de nov. de 2026

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

5 bedrooms·3 baths

Cape Coral • Florida

Living room/sofa with pull out bed. Large TV with FREE Netflix. Leather recliner

Dining room, big enough for 6 people plus high chair. There are two more seats at the kitchen island.

The kitchen is fully equipped for long-term stays. It includes utensils, dishes, cups, mugs, kid-friendly dishes, paper towels, a dishwasher with pods, a blender, a toaster, a fridge and freezer, pots and pans.

| Modern Farmhouse | Families and Pets Welcome |

| Modern Farmhouse | Families and Pets Welcome |

3 bedrooms·2 baths

Cape Coral • Florida

5(27 reviews)

$105/ noite(excl. taxas & impostos)

Villa Lahaina | Heated Pool

Villa Lahaina | Heated Pool

Villa Lahaina | Heated Pool

Villa Lahaina | Heated Pool

Villa Lahaina | Heated Pool

Villa Lahaina | Heated Pool

3 bedrooms·2 baths

Cape Coral • Florida

$ 1.463,34 USD total por 6 noites

23 – 29 de out. de 2026

Welcome to your serene getaway! Enjoy stunning canal views from the sunroom, the perfect spot to relax and soak in the beauty of Cape Coral.

Wake up to natural sunlight in this bright and cozy retreat, perfect for a restful and relaxing stay

Unwind in this sunlit living room, where cozy seating and a relaxing atmosphere make it the perfect spot to recharge.

Enjoy meals with a view! This dining area offers the perfect setting to gather, dine, and take in the beautiful canal scenery.

Your perfect getaway awaits! Enjoy a peaceful stay with stunning canal views and the comfort of a beautiful home.

Bright Sunroom & Water View in Cape Coral

4 bedrooms·2 baths

Cape Coral • Florida

$ 608,28 USD total por 3 noites

23 – 26 de out. de 2026