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Southwest Vacation Rentals

(3235 rentals)
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

FMB STR #22-0630No hurricane damage to this condo! This condo is available for rental occupancy.The VIBE is back on Fort Myers Beach!The beautiful Gulf Coast beaches are open, and the Estero Beach & Tennis Club has re-opened while they complete their finishing touches. This may include...

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$135
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Salty Anchor at ”One Particular Harbor by Margaritaville" offers resort-like amenities with a heated pool, splash pad, gas barbecue grills and playground for the kids. This 2 bedroom/2 bath condo has everything you could ask for and more. This condo offer an open-floor plan with lots of natural...

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$174
avg per night
Bradenton Cottage
Sleeps 1, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Northwest bradenton, large fenced in backyard, 10 minutes from Anna Maria island. 37 feet. Everything included utilities, electric, internet.

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$60
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Step inside and be captivated by the generous 1,726 square feet of living space that exude pure comfort. The expansive kitchen is the heart of this residence, designed to cater to culinary enthusiasts and those who appreciate a well-appointed space. With abundant counter space, high-quality appliances,...

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Featured review

"Great Location"

Lovingly equipped for all your needs and spotlessly clean. We fell in love with it the moment we saw the Instagram profile, and all our expectations were exceeded. Super kind hosts and a stunning location. Rotonda...

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$100
avg per night
Rotonda West Villa
Sleeps 8, 4 bedrooms, 3.5 bathrooms
2 reviews

Distance to beach: 10 miles to Englewood beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Our luxurious home occupies a triple southwest facing lot overlooking a natural lake in a quite conservation area. The house has been furnished to a very high standard and has one of the finest views on Rotonda. Both master suites have doors opening out to the extended pool deck which is equipped...

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Featured review

"Doesn’t get much better."

This beautiful home was perfect for my family.The layout of the was perfect.The house was very clean and the description of everything was spot on.I personally enjoyed having my morning coffee outside in...

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$203
avg per night

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Estero Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Luxurious 4th-Floor Condo at Jasmine Bay, West Bay Club – Estero, FLExperience the best of resort-style living in this beautiful 4th-floor residence at Jasmine Bay, located within the exclusive West Bay Club in Estero, Florida. Available for the 2025 off-season and 2026 season/off-season, this...

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$133
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Gulf

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A new TOP FLOOR END UNIT condo in the new and exciting community of Wellen Park Golf and Country Club, featuring stunning views that includes sweeping vistas of the golf course, a large lake view, and a view of the protected bird sanctuary. GOLF MEMBERSHIP is included with this unit, and the amenities,...

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Featured review

"Beautiful, Peaceful Retreat"

This 4th floor condo is amazing! It is private and peaceful. The views from the lanai are everything you’d want - watch the birds flying in the protected area and overlook the golf course and water driving...

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$133
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

FULL GOLF MEMBERSHIP INCLUDED & STEPS TO NEWER COMMUNITY POOL. Enjoy resort-style living in this beautifully furnished first-floor lakefront Veranda Bromelia model in the prestigious, 24-hour guard-gated golf community of Heritage Landing complete with full golf membership. Built in 2023 and used...

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$200
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Escape to this spacious, fully furnished new build featuring an open-concept kitchen, 3 bedrooms, 2 bathrooms, and a large private patio. Enjoy full access to amazing amenities: a large pool, hot tub, outdoor dining area (+$), fitness center, and a relaxing spa (+$) with massages and a sauna. For outdoor...

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Featured review

"Perfect hideaway"

Can't say enough about my experience. From booking to stay the hosts are fantastic. Condo had everything you would need for a vacation getaway. Not only would l stay again, I would recommend to anyone that...

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$88
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Enjoy resort style amenities in newly constructed 2nd floor condo. Master bedroom with king bed, TV, walk-in closet and and own bathroom with 2 sinks. Second bedroom has queen bed, large closet, TV and bathroom across hall. This open concept, newly furnished resort style rental has a front airy Lenai...

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$103
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautifully furnished 2-bedroom, 2-bathroom unit with a great view of the Royal Palm Golf Club. The private balcony offers a great view of the pool and whirlpool. In addition to a full kitchen, washer and dryer, three TVs, this second floor unit comes with a car port and storage facility.Come and...

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Featured review

"The accommodation was very good"

Golf , beaches and shopping all nearby. Medical and hospital equally accessible. Marco Island and Goodland 20 min south as well as Isle of Capri.

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$117
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!This waterfront pool/spa home offers guests to our area the classic Southwest Florida lifestyle! Located on a wide fresh-water canal near central Cape Coral, you will enjoy swimming in your own private heated pool, relaxing...

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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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Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.9 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your private coastal escape just 0.9 miles from Manasota Beach, where indoor comfort meets resort-style outdoor living. Set on an oversized, fully fenced lot with lush tropical landscaping, this home offers exceptional privacy and space to relax, entertain, and unwind.The backyard is truly...

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Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The VIBE is back on Fort Myers Beach!Our Gulf Coast beaches have reopened and we invite you to plan your next beach adventure at Lovers Key Resort!While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once...

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Featured review

"Nice view, nice amenities"

The location being on the south end of estero is quiet and convenient to Bonita beach and Naples. The unit was clean and had all of the necessities. You can walk to lovers key beach but is about a mile....

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Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful walk up second floor condo with stunning sunrise lanai as well a STUNNING second Lanai to watch the spectacular sunset. Fully appointed condo with king Master and queen second bedroom and also a den with a sofa bed. Brand new golf community with all the amenities including resort style pool,...

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Punta Gorda Condo
Sleeps 4, 0 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to an oasis of comfort and luxury with 4th floor Birkdale open-concept condo at Heritage Landing with golf access. This exclusive two-bedroom, two-bathroom unit offers stunning views of a pristine nature preserve and a beautiful lake from the privacy of your own lanai. Entertaining guests is effortless...

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Englewood House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

Pelican Landing A-202 Welcome to your stunning beach view vacation home located on the Gulf of Mexico at the Pelican Landing Condominiums in Manasota Key home of Englewood Beach recognized as one of the most beautiful beaches in Florida. The Pelican Landing complex has lots to offer. This is a beach-to-bay...

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Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!Get ready to enjoy your Florida coastal vacation in jaw dropping style! This breathtaking home in desirable Southeast Cape Coral is ready to take your breath away and deliver everything you could hope for in a waterfront...

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Featured review

"Great place"

As described, the weather did not allow us to use the pool but would book again Host was available when messaged about additional nights of stay

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

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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$454
avg per night
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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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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Cortez House
Sleeps 9, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Manatee Dreams! 1 Mile to the World Class Beaches of Anna Maria Island Bring your Boat or other Water Toys! Personal Boat Slip, Park Trailer in Garage Private Heated Pool, BBQ Grill, Amazing Views, Fish off Dock New Eco-Friendly Construction, Tesla Charging Station, with Elevator Access...

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$296
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
5 reviews

Key Amenities

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

About this property

This ground floor waterfront condo located in a gated community of Longboat Harbour and is one of Longboat Keys most desirable social communities. This one bedroom, one bathroom, first floor unit has walkout access to Sarasota Bay where you often see dolphins and manatees from your lanai. This unit is...

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Featured review

"Grreat stay atLong Boat Harbour"

What a beautiful development Long Boat Harbour is! My wife and I stayed in unit E104 for 2 months. Haley is a very gracious host to allow us to stay in her home. We had such a wonderful time, we did...

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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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Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Close to Southwest Florida's award winning beaches, abundant shopping, and diverse dining options you'll find a quiet little enclave of 72 homes in a peaceful, gated community called Colonial Pointe. Within the community this spacious vacation rental is ready to host your and your group of up...

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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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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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New
Sanibel Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to Sanibel Blue — a beautifully appointed, direct gulf‑front 2‑bedroom, 2‑bath condo at Ocean’s Reach, offering uninterrupted views and effortless access to Sanibel’s world‑famous shelling beaches. This bright and airy 3rd‑floor corner unit is steps from the sand and...

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New
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Serenity. Gorgeous end condominium unit on the 2nd floor (elevator) in a gated golf/tennis & marina community. Beautifully furnished with nice art pieces. Fully furnished, well-equipped new kitchen. Bright with great views of golf course. Lanai with views of meticulous landscape with lovely bird life....

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$90
avg per night
New
Longboat Key Villa
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Sapphire Palms on the Canal, a beautifully renovated waterfront villa on Longboat Key designed in crisp whites and calming sapphire blues.Natural light fills the open living space, where sliding glass doors frame peaceful canal views and swaying palms. The interior blends clean coastal...

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New
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience the ultimate Southwest Florida getaway in this beautifully furnished 3rd-floor Birkdale condo located inside the gated community of The National Golf & Country Club at Ave Maria in Ave Maria. Perfect for seasonal stays, this 2-bedroom, 2-bath residence offers breathtaking views of the golf...

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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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Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Well-decorated, fully furnished, new home in a safe, vibrant gated community. Has all the amenities for your perfect Florida rental, including resort-style pool, state of the art club house, fitness facilities, picnic grounds, and bocce, pickle ball, tennis, basketball and volleyball courts. Located in...

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Featured review

"Great Cape Coral Home and Location"

We stayed at Sandoval Jewel the months of Jan and Feb of 2024. The house had everything we needed during our stay including a fully equipped kitchen, linens, and beach towels. The lanai with the water view...

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