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Southwest Vacation Rentals

(3268 rentals)
North Fort Myers House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to this beautifully maintained waterfront home located on a canal in North Fort Myers. This charming 3-bed, 2-bath single-family residence offers 1,278 sq ft of comfortable living space on a spacious 9,409 sq ft lot. Built in 1961 with solid concrete block construction and modern updates, the...

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Fort Myers Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

STR #22-0469Fort Myers Beach is coming back, and the beach is open to enjoy fun in the sun! This home has been fully restored and is now accepting reservations!While our Fort Myers Beach community continues to rebuild from the impact of Hurricane Ian and though our island paradise may look a bit...

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Featured review

"Wonderful Vacation Home"

We stayed at 120 Del Mar on March 1-9. The house was cute and only a 3 minute walk to the beach. The beach cart, chairs, towels were so convenient. We enjoyed the bikes also. The kitchen had everything...

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New
Naples House
Sleeps 14, 7 bedrooms, 7 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning, spacious living in a home that is classic in style but has a southern flair. An ideal location that is walking distance to the beach, close to Third Street South and Fifth Avenue South for world-class restaurants, shopping, entertainment, art galleries, and more. A distinguished estate with...

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New
Fort Myers Beach Condo
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Resort living-Monthly Rentals only Beautiful beachside condo with views overlooking the pool, soft, sugary beach, sunsets and gulf beach from your private balcony! Recent updates include luxury vinyl plank style flooring and freshly painted throughout! This 3rd floor condo features a split 2 bedroom...

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Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

November & December pre-season rates have been discounted 20%. Book now to receive these already pre-season rates!Tucked away in a quiet residential neighborhood in the heart of Bonita Beach community, you'll find this charming, beautifully remodeled duplex located on a Gulf access canal....

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Bonita Springs House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

NEW! AVAILABLE 2025 SEASON! Welcome to our beautiful 3-bedroom, 2-bathroom vacation destination near Bonita Beach, where every day feels like an endless summer. Escape to paradise in this stunning and exquisitely decorated 3-bedroom, 2-full bath heated pool home just a 5-minute drive to nearby Bonita...

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Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Great Location! Just Steps to Beach! Bonita Bliss is conveniently located directly across the street from the beach and only 200 steps to Public Beach Access #8. The open-concept living and kitchen area is perfect for family gatherings and entertaining guests. Kitchen is well appointed with granite countertops,...

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Anna Maria Island Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beachcomber showcases spacious decking and a bright, open-concept living, dining, and kitchen area, radiating coastal luxury and charm. The main bedroom features a sumptuous king-size bed and a stylish en-suite bathroom with a soaking tub and a shower, while the second bedroom can be configured as either...

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Anna Maria Island House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Hammock Hideaway! .02 Miles to Pine Ave. Shopping, Restaurants, and more! .03 Miles to AMI Beaches 8 Hole Mini Golf Course Private Heated Pool, Jacuzzi, BBQ Grill, Sun Loungers Beach chairs, wagon, and a cooler available Family friendly with pack'n'play and highchair High-speed...

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Featured review

"How can we live here?"

We absolutely loved our stay in Holmes Beach! The location was perfect — so central and convenient to everything, which made exploring the area incredibly easy. The house itself was beautifully remodeled:...

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$825
avg per night
New
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Beautiful 4BR, 2BA Pool Home – 5 Minutes to Pickleball CourtsSunny, single‑level rental with four spacious bedrooms, two baths, and a sparkling pool. Open living area, chef’s kitchen with stainless appliances, and a primary suite with private bath. Enjoy outdoor entertaining on the widened...

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New
Punta Gorda Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover your perfect Florida escape in this brand-new, impeccably designed villa! Built in 2025 and situated in the highly desirable community of Heritage Lake Park, this pristine 3-bedroom, 2-bathroom home is available for the upcoming winter/spring season (January through June, with a 3-month minimum...

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New
Fort Myers Condo
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience your ideal getaway in this stunning 2-bedroom, 2-bath condo with a covered carport and ample guest space, located in the sought-after Terraces of Riverwalk community. This immaculate home is perfectly positioned in a vibrant central location, with all your needs just moments away. Step inside...

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$60
avg per night
New
Marco Island Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

You come to Marco Island for the Beach, right? The Island's amenities and attractions are merely a distraction from your time away from the Beach. Our luxurious Tradewinds Penthouse Paradise, high up in the sky, decorated in a coastal contemporary decor, a constant reminder of your place in paradise,...

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New
Siesta Key House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Veterans Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Tucked beneath the palms in the heart of Siesta Key, this thoughtfully designed 3-bedroom home offers the ease of a boutique stay with the privacy of your own retreat.Located just a short walk or bike ride to both Siesta Key Beach and Siesta Key Village, the home is perfectly positioned for days spent...

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New
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spectacular veiws of the Plantation golf course fairway and lake from your Lanai, as seen on the LPGA qualifiers. This beautiful, well appointed 2 bedroom, 2 bath condo is located on the 3rd floor with prime location. Quiet retreat yet in close proximity to restaurants, beaches, shopping, Cool Today Park,...

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New
Naples Condo
Sleeps 4, 0 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

A cozy place with landscape viewing on porch ! Close to clubhouse, pool, hot tub, pool room and fitness center. Pickle ball court nearby and tennis court. Just down the road walking distance is a plaza with breakfast dining, nails, multiple businesses.

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Venice Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Charming 2-Bedroom Condo in Bird Bay Village, Venice, FL**Located in the heart of Bird Bay Village, this delightful 2-bedroom, 2-bathroom condo offers the perfect blend of relaxation and activity. Nestled in a serene setting with lush vegetation and serene waterways, this property is part of a resort-style...

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Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 45 miles to Venice Beach

Key Amenities

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

About this property

Imagine starting your day with a freshly brewed cup of coffee and a light breakfast on the lanai, overlooking the serene 11th green and a wildlife refuge area. With our newly installed “no-see-ums” bug screens, you can enjoy the view without any interruptions.After breakfast, take a quick...

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