Southwest Vacation Rentals

(2856 rentals)
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Marco Island House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Steps away from the entrance to Tigertail Beach entrance. This home just underwent a complete makeover and is a 4 bedroom 4 bath, 2 story home which sits on an oversized corner lot and overlooks converging waterways. Very popular area on the Island for public beach access. The pool and lanai area have ...

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Property Type

Marco Island House

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Marco Island House
2 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your own private resort-style backyard!New for 2020 is an incredible total backyard makeover including a large 38'X16' pool with attached spa, covered lanai, fireplace, 65" UHD Smart TV, lounge, noseeum screened in pool enclosure etc...You'll never want to leave.You ...

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Property Type

Marco Island House

Featured review

"Outstanding!!!"

This is a beautiful property and home. We arrived on a Friday and we’re thrilled with the home and all it offered. I was with my daughter and 3 older grandchildren ages 13,14,&16. They loved the pool ...

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Siesta Key House
3 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 3 bedrooms, 3 bathrooms
4.7 rating on other travel sites

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to Casita Morning Star, a magnificent vacation rental duplex retreat that offers nothing but luxury and relaxation. This coastal villa can be rented separately or as a whole as The Solaster, providing you with the flexibility to choose the perfect accommodation for your vacation. With its prime ...

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Property Type

Siesta Key House

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Marco Island House
4 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located in Caxambas Area on Marco Island. This 4 bedroom 2.5 bathroom is great for family vacations as there is ample room for everyone to spread out. The kitchen has been completely remodeled and also new furniture. Great outdoor area with plenty of room to soak in the Florida sun or under cover eating ...

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Property Type

Marco Island House

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Marco Island House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful home is centrally located to the beach, Mackle Park, Library and Marco Island Historical Museum. Local restaurants and shops are not far either. The home has been completely renovated with a coastal design and all new furnishings and new tile throughout. Spacious 3 bedroom, den and two bathrooms. ...

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Property Type

Marco Island House

Featured review

"Holiday stay"

Wonderful stay at this beautiful, very clean villa. It’s very close to the gorgeous beach, shops, restaurants. Everything you need is in the villa, a beach cart was also in the garage which was a plus ...

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Marco Island Villa
4 BR | 4 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to Wintergreen Villa today! This brand new 4BR, 4BA home to sleep 8 with study 2-car garage offers over 3,000 square feet of luxury island living. Located at the end of a quiet cul-de-sac just a very few short block to the public beach access on Collier Blvd and gentle breezes and sandy shores ...

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Property Type

Marco Island Villa

Featured review

"Amazing house"

One of the best houses we have ever rented. Great property, canal access to kayak, alot of extras including kayaks and inflatable paddleboard. Very quiet neighborhood.

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Marco Island House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A charming 3 bedroom 2 bath home is a great way to spend the holidays and vacations with family and friends. Centrally located on Marco Island, conveniently located within a short distance of Walgreens, Publix, Ace-Hardware, etc... Close to the Beach and plenty of activities. The home offers a welcoming ...

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Property Type

Marco Island House

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Siesta Key House
3 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Villa Castile, a luxurious retreat located just outside the vibrant Siesta Key Village. This stunning vacation rental duplex offers the perfect blend of sophistication and comfort, providing an unforgettable experience for your stay. Whether you're seeking relaxation by the private heated ...

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Property Type

Siesta Key House

Featured review

"Excellent Property"

Super close to Siesta Village’s shops and restaurants, plus an easy walk to the beach. Very comfortable home, well equipped with everything you need for a great stay.

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Marco Island House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Spacious 3 bedroom, 2 bath pool home with canal view. Living room has ample seating with a sectional couch plus two arm chairs, large flat screen lovely view from the living room out to the lanai and pool. The master suite has a king bed and en-suite bathroom with separate tub and shower, dual sinks and ...

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Property Type

Marco Island House

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Anna Maria Island House
4 BR | 4.5 BA | Sleeps 12 | Quick View
Sleeps 12, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Stunning new home on Anna Maria Island. This beauty boasts 4 bedrooms with en suite bedrooms and one extra half bath. Spacious kitchen with great island invites for family gatherings, as well as cozy living room and spacious pool area, with heated spa and pool. Completely new building, fully furnished ...

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Property Type

Anna Maria Island House

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Marco Island Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool

About this property

Beachfront 2 bedroom/2 bathroom condo with spectacular views!! There is no better place to enjoy the Paradise Coast. From the balcony, you will adore the breathtaking view of the Gulf of Mexico and white sand beaches. Located on the south end of Marco's beautiful beach Nicely furnished, this condo ...

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Property Type

Marco Island Condo

Featured review

"Spectacular!!"

Thanks so much for this beautiful condo! We had the time of our life while there. Everything that was advertised was that and more. We watched dolphins every day from the lanai which was the best view imaginable. ...

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Marco Island House
4 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Western exposure water direct home with a heated pool and beautifully updated with smashing views out to the waterway. Stunning granite, plank wood look tile floor, Large sunken living room with beautiful Florida coral stone. The home also has an open kitchen to the breakfast and family room. Views of ...

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Property Type

Marco Island House

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Key Amenities

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

About this property

Welcome to "29 Palms" Your Tropical Retreat in Beautiful Naples FL ~ Close to Beaches, 5th Ave & World-Renowned Amenities! This newly remodeled home offers a serene atmosphere featuring a private screened pool area surrounded by lush tropical landscape ~ The Coastal Modern Interior is welcoming ...

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Property Type

Naples House

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Marco Island Condo | On the beach
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
6 reviews

$365

avg/night

$365
avg per night
View Details

Key Amenities

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

About this property

This beachfront beauty is provided to you by owners who are Marco Island residents & there to provide you with exceptional service! This has resulted in many repeat quests year after year. The unit is fully equipped with full kitchen, master bedroom w/queen bed, beach view living room & a ...

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Property Type

Marco Island Condo

Featured review

"Beach view with great sunsets from balcony!"

This is a great location on the beach and only blocks from numerous restaurants. Condo was great for a couple looking to get away and enjoy some beach time. The wife and I will definitely be back in the ...

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Rotonda West House
3 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 3 bedrooms, 2 bathrooms
9 reviews

$207

avg/night

$207
avg per night
View Details

Key Amenities

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

About this property

Florida Living: 3 bed/2 bath, large den, canal home and pool. Home Sleeps 6, 1895 sq. home is tastefully decorated. Master bedroom has king size bed with access to pool , walk in closet , two dressers, Flat screen TV. The master bath has a walk in shower and a garden tub , bath has double sinks . ...

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Property Type

Rotonda West House

Featured review

"Relaxing Paradise"

My husband and two children stayed here and we can’t say enough good things about it. The home is immaculately kept and the decor has a cool beachy vibe. The lanai is absolutely beautiful and so quiet ...

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Naples House
6 BR | 5.5 BA | Sleeps 12 | Quick View
Sleeps 12, 6 bedrooms, 5.5 bathrooms
1 review

$1378

avg/night

$1,378
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Spacious Two-story Home with Cabana. Short walk to Vanderbilt Beach!Sorrento Vacation Rental + Cabana by Naples Florida Vacation Homes This 6-bedroom, a 5.5-bathroom vacation rental is perfect for your family beach vacation only minutes from the beach! Also suitable for large groups, golf foursomes, ...

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Property Type

Naples House

Featured review

"Amazing"

We loved! Good location, good accommodations and very clean house! We returned. Just the pool is small.

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Naples House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3.5 bathrooms

$1092

avg/night

$1,092
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

You'll love your stay at Imola Vacation Rental. Nestled just minutes from the beach, this spacious and family-friendly haven has all the ingredients for an unforgettable Naples vacation. Featuring 4 bedrooms and 3.5 bathrooms, this residence provides ample room for everyone to unwind and enjoy their ...

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Property Type

Naples House

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Cape Coral Villa
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms

$164

avg/night

$164
avg per night
View Details

Key Amenities

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

About this property

Relax with your family by the pool at Sunshine Villa in Cape Coral. This property features a heated pool, hot tub and a fully fenced backyard. Close to shopping, Golf, Beaches and boating. Sunshine Villa has a fully equipped kitchen or you can visit the many amazing local restaurants. We are also large ...

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Property Type

Cape Coral Villa

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Sarasota Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

$325

avg/night

$325
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Situated on the Sarasota Intercoastal Waterway just South of the Stickney Point Bridge on the mainland, our 2 bedroom, 2 bathroom with Bonus room awaits you! Park your boat right outside your door with the 36 ft. boat slip that comes with this property! Conveniently located within walking distance ...

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Property Type

Sarasota Condo

Featured review

"Siesta Beauty!"

The location is amazing, the condo is beautiful and the owner is awesome. The beach is a short 10 min walk, as well as numerous restaurants/bars and coastal shops. There are a couple of different free ...

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Sarasota Condo | On the beach
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
8 reviews

$527

avg/night

$527
avg per night
View Details

Key Amenities

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

About this property

Crystal Sands, Siesta Key, Sarasota April price drop for Last minute deal - $2500 Amazing Views!! Our property is right on the beach. Take the elevator down and you're at the ocean. The views are amazing as you can see in the pics. Sit on the lanai for breakfast and watch the activities on the ...

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Property Type

Sarasota Condo

Featured review

"AMAZING 2-Weeks!!!!!"

We loved every minute of our 2-week stay at Crystal Sands, the unit was beautiful and views breathtaking. We were a stones throw from the beach and it couldn't have been any better. I highly recommend!

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Siesta Key Villa | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review
owner special
Owner special: Nov 30th to Dec 21st 2024 Special rate $100 off per night now only $195/nt plus tax and cleaning

$324

avg/night

$324
avg per night
Owner special:
Nov 30th to Dec 21st 2024 Special rate $100 off per night now only $195/nt plus tax and cleaning

View Details

Key Amenities

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

About this property

This updated Villa is on the beach side of Siesta Key, with private beach!!!Newly renovated private villa! Beautiful brand new kitchen with quartz countertops and stainless steel appliances. All new flooring through out and newly decorated!Be one of the first guests in this newly renovated clean ...

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Property Type

Siesta Key Villa

Featured review

"Highly Recommend!"

I would highly recommend renting through Ruth. Her villa was in the perfect location, with great beach access and it was newly renovated! Ruth was easily accessible and answered every question I had. The ...

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Cape Coral House
4 BR | 5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 5 bathrooms
2 reviews

Distance to beach: 22 miles to Fort Myers Beach

$407

avg/night

$407
avg per night
View Details

Key Amenities

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

About this property

CURRENT AVAILABLILITY starts Arril 15th, 2025 8 WEEK MINIMUM***PRICES ARE ALL INCLUSIVE INCLUDING RESORT TAX AND CLEANING FEE! No Hidden fees!!! (WINTER SEASON) EXTENDED STAY VACATION HOME - PRIVATE POOL! Looking for a long-term winter vacation rental? OR need a temporary home while you have your new ...

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Property Type

Cape Coral House

Featured review

"2024 winter vacation"

Very nice home and great location. We had pickle ball courts which we enjoyed. Nice walking neighborhood. We were able to have overnight guest which was a big plus. Outside area around the pool was ...

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Venice House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 2 miles to Manasota Key

$175

avg/night

$175
avg per night
View Details

Key Amenities

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

About this property

This newly updated home with it's unique guitar-shaped pool is an excellent getaway. The perfect place to unwind and decompress. The beautiful Venice Beach is within a 10 min drive to hunt for shark's teeth and a sunset stroll. If golf is your passion, an 8 min drive takes you to a one of ...

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Property Type

Venice House

Featured review

"Great little vacation home"

We had a wonderful time in this home! It’s close to our favorite beaches and all the things Venice has to offer. The pool isn’t large but was plenty big enough for our needs and my girls loved the unique ...

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Turtle Beach

$341

avg/night

$341
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy your home away from home in beautiful Siesta Key! This great 2-bedroom, 2-bath has everything you need for a wonderful, relaxing vacation. This prime location makes it convenient to get to the beach. Just walk a single flight of stairs (or elevator) and you're on the beach where you can enjoy ...

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Property Type

Siesta Key Condo

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Naples Condo
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

$581

avg/night

$581
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to Solterra Vacation Rental, a contemporary condo nestled in the picturesque Lely Resort. Prepare to indulge in the opulent amenities of this community, which includes a dazzling pool and inviting hot tub, promising a refreshing and rejuvenating experience. Boasting 3 bedrooms and 2 bathrooms, ...

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Property Type

Naples Condo

Featured review

"Remodeled Naples"

Loved the house! It had everything we needed and more. Close enough to beach to ride bikes provided or you can walk. Pool was nice also.

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews
last minute deal
LAST MINUTE DEAL 11/30 - 12/21: Nov 30th to Dec 7th, Dec 7 to 14 and Dec 14 to 21st. Great discount beach front! views only $195/nt

$346

avg/night

$346
avg per night
Offer for: Nov 30 - Dec 21:
Nov 30th to Dec 7th, Dec 7 to 14 and Dec 14 to 21st. Great discount beach front! views only $195/nt

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

This 5th floor two bedroom, two bath condo is totally and completely renovated. Be one of the first guests to stay in this beautifully renovated condo. New tile throughout. There are two bedroom suites with private baths. Each bedroom has new slider doors that open to screened in lanai with beautiful ...

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Property Type

Siesta Key Condo

Featured review

"Relaxing getaway"

We had a really nice week in this condo just steps to the beach. The powdery white sand never gets hot.The condo has all of the essentials and more. Very comfortable. And there’s a nice pool if want to ...

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DEAL
Englewood Beach Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

$293

avg/night

$293
avg per night
View Details

Key Amenities

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

About this property

Enjoy your morning coffee along with a beautiful view of the Gulf of Mexico, directly from the living area or from the well appointed ground floor patio/lanai. Literally just steps from the beach. Great comfort and luxury of the just completed and renovated home in the beach side condo at Tamarind Gulf ...

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Property Type

Englewood Beach Condo

Featured review

"LOVED IT!"

THE CONDO WAS EVERYTHING THE OWNER CLAIMED AND MORE. GREAT LOCATION, JUST A FEW STEPS TO THE BEACH. VERY CLEAN, COVERED PARKING, CLOSE TO EVERYTHING AND THE FURNITURE/BEDS WERE VERY COMFORTABLE. ENJOYED ...

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Cape Coral House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

$197

avg/night

$197
avg per night
View Details

Key Amenities

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

About this property

Nice and bright 4 bedroom home with 2 full baths. Close shopping & restaurants. Easy access to Entertainment areas and beaches. This smoke-free vacation home brings it all within reach. With convenient covered onsite parking (garage), . This vacation rental features a BBQ grill and air conditioning. ...

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Property Type

Cape Coral House

Featured review

"Florida rental were great"

FYI we ended up not renting. Florida rentals were kind and gracious with us concerning our renting situation.we ended up canceling. This part is of great importance. How would they be in cause you would ...

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Sanibel Island Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 150 yards to Loggerhead Cay is on the beach

$314

avg/night

$314
avg per night
View Details

Key Amenities

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

About this property

Note: All photos are Pre-Ian. Loggerhead Cay is a top rated complex, on the beach, with quiet surroundings. First floor convenience...walk out from the Lanai to the pool and beach. Great for a couple, or fits four persons. 2 Bedrooms, each with it's private bathroom. Private bedrooms. Premium ...

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Property Type

Sanibel Island Condo

Featured review

"Beautiful condo"

We had a wonderful experience from the start to the end. The unto is beautiful, very comfortable, and well stocked with everything you need. The units location is great and the view was perfect. The property ...

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Naples Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$149

avg/night

$149
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Lovely furnished 2 bed + den, 2 bath 1st floor end unit condo overlooking the 18th hole with 2 car garage in Cypress Woods Golf & Country Club! Master bedroom has separate entrance to lanai, king size bed, walk in closet, master bath with 2 vanities, walk in shower and soaking tub. 2nd bedroom ...

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Property Type

Naples Condo

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$320

avg/night

$320
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This first floor colorful unit sleeps 6 and you will love the sandy beach just outside the lanai door with comfortable patio chairs. Walk past the dune to enjoy more beach and the Gulf of Mexico. A lovely spot to watch sunsets. The unit is upgraded and comfortable for couples traveling together or with ...

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Property Type

Siesta Key Condo

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Port Charlotte Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Boca Grande

$175

avg/night

$175
avg per night
View Details

Key Amenities

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

About this property

"Everglade Kiss"3 bed 2 bath 1 car garage villa, quartz kitchen corner tops ,65 inch TV in living room, lanai has 16 jets hot tub , build in BBQ Back yard is shareable.South West Florida's prime boating and beaching communities with the Charlotte Harbor and The Gulf of Mexico minutes ...

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Property Type

Port Charlotte Villa

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Sarasota Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Lido Beach

$124

avg/night

$124
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a 2 bedroom 2 bath villa. Single story. 2 assigned parking spaces. Heated pool. Small quiet complex near downtown. Fully furnished with 2 queen sized beds and a queen pull out couch. There is a lanai with table and chairs. BBQ grill out back. Beach chairs and umbrella included. Two blocks to Fruitville ...

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Property Type

Sarasota Villa

Featured review

"Truly a hidden gem"

We really love this property. We have traveled extensively and stayed in dozens of Airbnbs. This cozy condo has been superior in most every way. It is ideally located to investigate the highlights of Sarasota. ...

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Siesta Key Condo
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms

$475

avg/night

$475
avg per night
View Details

Key Amenities

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

About this property

Summer Cove on Siesta Key is life at its finest. This gated community on Little Sarasota Bay offers a spacious 2 bedroom, 2 1/2 bath unit of luxury with the sophistication and conveniences of the finest resort located on the Key within minutes to the #1 beach in the US - Siesta Key Beach. The unit is ...

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Property Type

Siesta Key Condo

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Naples House
9 BR | 9 BA | Sleeps 18 | Quick View
Sleeps 18, 9 bedrooms, 9 bathrooms

$3148

avg/night

$3,148
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

9 Hotel-like Suites at the Knickerbocker Estate Home Naples This home is proudly managed by Naples Florida Vacation Homes, LLC. The Knickerbocker Estate Home offers a relaxing and private stay with great shared amenities including a resort-style heated swimming pool & hot tub, outdoor grilling area, ...

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Property Type

Naples House

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Port Charlotte House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

$194

avg/night

$194
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Built in 2019 and waiting for you to fall in love with this warm, modern-design coastal home where amenities abound. 3 beds/2 baths and an enclosed office allows sleeping for up to 6 guests. Situated in a quiet canal community on a private lot, you will appreciate the large SALTWATER solar heated ...

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Property Type

Port Charlotte House

Featured review

"Here we are again!"

This was our third stay in this beautiful home! It has everything we require in a vacation. It’s peaceful and very quiet and just a short drive to all sorts of amenities- shops, restaurants, the beach ...

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Naples House
5 BR | 4.5 BA | Sleeps 9 | Quick View
Sleeps 9, 5 bedrooms, 4.5 bathrooms

$946

avg/night

$946
avg per night
View Details

Key Amenities

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

About this property

5BR/4.5 BA home w/elevator and heated pool in Naples Park. Master on main floor w/ dual sinks, water closet, large walk-in shower, and custom closet. 3 king beds. 4th BR has bunk bed; 1 full, 1 twin. 5th BR purposed as den w/ Queen sized Murphy bed. Large screened lanai. Weber gas grill for cook outs. ...

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Property Type

Naples House

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Siesta Key Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$284

avg/night

$284
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Located in beautiful Siesta Key, Fl. this bayside condo is full of amenities needed for a relaxing beach vacation. Two tennis courts with Pickleball available, two heated pools, covered private parking, outdoor gas grills, boat docks, outdoor bathrooms within this private, gated community.Walk to ...

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Property Type

Siesta Key Condo

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Naples Villa
3 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Naples

$139

avg/night

$139
avg per night
View Details

Key Amenities

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

About this property

Updated/freshly painted - and nicely furnished with "coastal charm" describes this 2 bedrooms + DEN/2bath Villa home with 2 - car attached garage in Naples, FLorida...Expansive kitchen with breakfast area, coffee bar, and stainless steel appliances, large living/dining area, primary bedroom ...

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Property Type

Naples Villa

Featured review

"Lovely Villa"

The villa was just perfect. Beautifully furnished and spotless. Located conveniently to shopping, restaurants and downtown. Nice pool and gym just a short stroll down the street. The owners were truly fantastic. ...

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Captiva Island House | On the beach
5 BR | 4 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 4 bathrooms
1 review

Distance to beach: 100 feet to Gulf

$1625

avg/night

$1,625
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Location! Location! Gulf front with sparkling Captiva beach right out the front door, yet it is a short walk to the village to visit your favorite bar or restaurant. This is the house that has it all -- close to the village, but far enough away to enjoy the quiet and private life on miles of shell strewn ...

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Property Type

Captiva Island House

Featured review

"Wonderful location and home"

We had a great family vacation. Easy access to beach. Pool was wonderful and the home exquisite. Nights on the balcony watching sunset a treat. Be sure to rent the golf cart and easy to park and travel ...

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Naples House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
4.7 rating on other travel sites

Distance to beach: 0.5 miles to Vanderbilt Beach

$1101

avg/night

$1,101
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Newly Decorated Luxury Home in Naples Park with a Private Pool!Staying between May 15th to October 15th? This property includes an additional complimentary benefit! Receive 6 free rounds of Golf provided at GreenLinks, Naples with your 7+ Nights Reservation. Cart fee is applicable to guest and Available ...

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Property Type

Naples House

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Fort Myers Beach Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

$382

avg/night

$382
avg per night
View Details

Key Amenities

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

About this property

#1 Island Hideaway Vacation Rental is an ideal home away from home and perfect vacation spot. We have 6 separate units that are available for rent on a weekly, or monthly basis. Two-bedroom two-bathroom suite, 3 – two bedroom one bathrooms and 3- one bedroom one-bathroom suites.Whatever your ...

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Property Type

Fort Myers Beach Condo

Featured review

"Winter Escape"

Very nice comfortable condo. Large living area with kitchen and dining room. King size beds are very comfortable. The beach is just a short walk across the street. Located on a nice quiet street away ...

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short ...

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Property Type

Naples Condo

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Siesta Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$436

avg/night

$436
avg per night
View Details

Key Amenities

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

About this property

Very private - empty lot across the canal and fenced in. Walk to the islands best restaurants, bars, shops and ice cream parlors. The beach is a short stroll (8 min), use free golf cart taxi or ride provided bikes with tow behind cart! Siesta is well known for its #1 beach in the USA!

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Property Type

Siesta Key House

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Cape Coral Villa
4 BR | 2 BA | Sleeps 12 | Quick View
Sleeps 12, 4 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Sanibel, Ft Myer's Beach, Lovers Key

$324

avg/night

$324
avg per night
View Details

Key Amenities

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

About this property

Villa Leonardo has been carefully prepared to have your whole family relaxed and in vacation mode as soon as you walk in the door. Beautiful landscaping sets the stage for a perfectly laid out floor plan set up with everything you need for a great vacation for even the largest group. With plenty of ...

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Property Type

Cape Coral Villa

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Naples Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Naples Beach

$491

avg/night

$491
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Visit paradise when renting this beautiful and updated 2 bedroom, 2 bathroom Naples vacation rental. This spacious Florida condo features accommodations for 6, and is a prime location in the GreenLinks Golf Villas in the Lely Resort. Resort amenities include a heated swimming pool and hot tub, tennis ...

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Property Type

Naples Condo

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Venice Condo
1 BR | 1 BA | Sleeps 3 | Quick View
Sleeps 3, 1 bedroom, 1 bathroom

Distance to beach: 0.9 miles to Venice Beach

$100

avg/night

$100
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This Condo is located on Venice Island and is part of the Bella Costa Community situated alongside the beautiful Intercoastal Waterway. From the kitchen, bedroom and front door windows, picture postcard views of the Dockside Marina and seafaring vessels passing by, can be had. It's a wonderful ...

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Property Type

Venice Condo

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 12 miles to Marco Island "Tiger Tail" or Marco south" Beaches

$511

avg/night

$511
avg per night
View Details

Key Amenities

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

About this property

Wonderful home in Lely Resort for a comfortable and enjoyable vacation in beautiful Naples, Florida. Access to the "Players Club" is available. Special discounted rate for stays 28 nights and above.Conveniently located 15 minutes south of Old Naples and 10 minutes east of Marco Island. ...

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Property Type

Naples House

Featured review

"A little piece of paradise with enticing pool"

The house is in a very posh neighborhood. It was a little smaller than the pictures show, but it is decorated very nicely and is very welcoming. Couches are very comfy and the king size bed in the master ...

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$157

avg/night

$157
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Gorgeous, highly-desirable 2 bedroom 2 bath with gorgeous lake and golf course view located on the second floor. This fantastic Condo is in the Highly desirable North Naples community of Cypress Woods Golf and Country Club, a very active Golf Community. In Cypress Woods you'll enjoy Golf, Tennis, ...

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Property Type

Naples Condo

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Bonita Springs Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$201

avg/night

$201
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Updated 2B/2B Condo for rent on Hickory Blvd with breathtaking views of Estero Bay! This end unit condo is light and bright with a wrap around screened in Lanai., boasting Bay and Gulf views Enjoy watching the birds, dolphins, and manatees swim by while sipping your morning coffee, or quietly reading ...

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Property Type

Bonita Springs Condo

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