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Southwest Vacation Rentals

(3122 rentals)
Bonita Springs Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful gulf-facing apartment across the street from the beach; 2 bedrooms in a well-maintained building with pool, manicured grounds and large lanai from which to enjoy the gulf breeze.

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New
Longboat Key House
Sleeps 12, 4 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Deeded Beach Access

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Luxury and Coastal Elegance! This Stunning Turnkey Canal-Front Pool Home was Built in 2015. Situated on the Highly Desired North End of Longboat Key. Featuring 120 Feet of Beautiful Canal Frontage, A 10,000lbs Boat Lift and Deeded Beach Access only Steps Away! Truly A Boater's Paradise! At Almost...

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$650
avg per night
New
Naples Mobile home
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Plenty of room in this gorgeous furnished and turnkey home across from the gorgeous brand new pool, hot tub, and pickleball courts, tennis, bocce, and shuffleboard. 55 and over community with no pets. Recent cancellation for health concerns leaves February open for you. Application required, fitness center,...

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$83
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to one of Naples best kept secrets! See dolphins and manatees, sunsets on Turkey Bay, or take a short walk to Vanderbilt Beach! This two bedroom, two bath condominium, across from Delnor-Wiggins State Park, is a haven of tranquility, yet just a short ride away from the Ritz-Carlton , the Mercato,...

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New
North Port House
Sleeps 10, 4 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Sunny North Port Escape Near Sarasota & Venice Relax in this bright and comfortable vacation home perfectly located near the beautiful Gulf Coast beaches. Enjoy a peaceful neighborhood, cozy interiors, a fully equipped kitchen, and a private backyard ideal for morning coffee or evening unwinding....

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New
Cape Coral Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Cape Coral Yacht Club

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Marina View at Cape Harbour, the premier building in the Cape Harbour community. This three-bedroom two bath condo features 1500 sq ft of outdoor living. Step out on your deck to views of a yacht filled harbor and swimming pool. Meticulously furnished with three king bedded bedrooms all with TVs and...

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New
Rotonda West House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Sunset Palms, a freshly remodeled 3BR/2BA getaway in Rotonda West / Englewood, FL. Perfect for snowbirds and family getaways. Enjoy an open floor plan, private heated pool, and canal views with gorgeous sunsets. You will have quick access to backyard canal fishing, some of Florida’s quietest...

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New
Venice House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to your private Casa Tranquila- a 4 bedroom 2 bath tropical retreat featuring a sparkling heated pool, relaxing pergola lounge, and spa-style outdoor shower. Just minutes from the beach, this serene getaway blends coastal charm with modern luxury.

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New
Fort Myers Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Forty four units condo complex with ground floor one bedroom condo within 15 minutes to Fort Myers Bch & Sanibel Island Bch. Pool is only amenity. Close proximity to Caloosahatchee River and 10 minutes to downtown Fort Myers, Fla. Rear view from Living room, kitchen, and lanai to common area pond...

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$70
avg per night
New
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Casa DeMarco is a small, 27 unit building located on a quiet street with only a 10 minute walk to the South Beach Access. DESCRIPTION: 2 Bedroom/2 Bathroom Large screened in Lanai: 8’4” x 27’4” New appliances in Kitchen: Bosch Dishwasher, Fisher & Paykel Refrigerator,...

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New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Completely remodeled unit in a quaint, lush courtyard-style community. This condo is furnished and decorated as if it was your 2nd home. French Oak floors throughout the living and bedroom areas, walk in showers with high end finishes, instant water heater for never ending hot showers, fully furnished...

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New
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

A beautiful 2 bedroom 2 bath condo.Tastefully decorated condo , family friendly

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New
Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Escape to this beautifully renovated coastal retreat—just 10 minutes from Caspersen and Venice Beach, and only 30 minutes from world-famous Siesta Key Beach! Explore Shamrock Park's trails, golf, bike, or fish with gear and bikes provided. Unwind at home with a fully stocked kitchen and grill,...

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New
Venice House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Welcome to your dream getaway! Experience the perfect blend of modern comfort and seaside charm in our newly updated beach house. Just minutes away from the sun-kissed sands and vibrant downtown Venice, this cozy retreat offers the best of both worlds. Relax in style, explore the local attractions, and...

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New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

A beautiful condo on the top floor with spectacular views over the second green including bundled golf. Cedar Hammock is a very attractive private community, with major improvements to the amenities, enjoy golf on the private Jed Azinger & Gordon Lewis designed 6680 yard par 72 golf course. There...

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New
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Woodstork Pond Cottage - 6 minutes to the beach One of the most loved homes on Airbnb, according to guests. This home is highly ranked based on ratings, reviews, and reliability. Self check-in Check yourself in with the smartlock. Unique and whimsical retreat, perfectly nestled by a tranquil pond that...

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Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Luxury Naples Vacation Home - Sleeps Up to 8 GuestsAs you enter, you'll be greeted by an open-concept living space with high ceilings and abundant natural light. The living room features a chic leather sectional and a large flat-screen TV, creating a perfect spot for relaxation after a day of...

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Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Gone Coastal, where every detail was carefully crafted for an unforgettable stay.*Features include** Private saltwater pool * 2 bedrooms and 2 full bathrooms * Queen sleeper sofa - sleeps 6 total * Stainless appliances * Keurig coffee maker and regular drip coffee maker *...

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Featured review

"Perfect beach location with beautiful interior"

This duplex includes stunning beachy interior decorating, great location (quiet neighborhood with an easy walk to a white sands beach) with a bonus heated pool with outdoor shower, which was ideal after...

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Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This stylish 3 bedroom, 2 and a half bath vacation home is located just a short walk from Anna Maria Island's sugar white beach. Gone Coastal 3 is amazingly updated and chic!*Features include** Super close to the beach * Heated private pool * Outdoor shower * Tiki Bar with games and...

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Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

*Announcement* Please note that for all bookings with arrival between now and September 2025 the guest bedroom will have 2 twin beds. In September 2025 the twin beds will be replaced with 1 queen size bed.Welcome to Gone Coastal, Too! This sister property to Gone Coastal has all the comforts of...

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...

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Featured review

"Wonderful condo"

This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....

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Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Naples Beach House with Private Pool - Sleeps 8The moment you step inside, you'll be greeted by an open-concept living area with a large, comfy sectional and a smart TV, seamlessly connected to the open kitchen. The kitchen breakfast bar is perfect for quick meals, morning coffee, or chatting...

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Featured review

"Perfect spot for a sunny get away!"

Our group thoroughly enjoyed our stay in Naples. The condo had everything that we needed and was very comfortable, the pool was warm and the workout room was great. So close to everything!Thank you...

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