Southwest Vacation Rentals

(2857 rentals)
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Naples Bungalow
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms

$1100

avg/night

$1,100
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool ...

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Property Type

Naples Bungalow

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

$263

avg/night

$263
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

SW Cape Coral | Gulf Access | Quiet neighborhood, canal view, boat dock with Tiki Hut Quiet SW Cape Coral neighborhood, serene setting with an open view of the swimming pool, canal basin, and tiki hut.This 4 bedroom, 2 bathroom house (one of the bathrooms serves also as a pool bath) and three-car ...

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Property Type

Cape Coral House

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Anna Maria Island House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

$523

avg/night

$523
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3.5 bathrooms. There is also a den where the kids can hang out with a TV and sleeper sofa. You will find that this home has everything you need for your perfect Anna Maria Island vacation! ...

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Property Type

Anna Maria Island House

Featured review

"Nice house"

This house was nice, clean and well stocked. The furniture was a bit worn but very comfortable. The yard is small but nicely landscaped and the pool was large enough for our family. The walk to the beach ...

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

$214

avg/night

$214
avg per night
View Details

Key Amenities

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

About this property

Conveniently located just minutes away from Vanderbilt beach and downtown Naples, our home serves as the ideal base for your adventures in Naples. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay. We look forward to hosting you!If traveling ...

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Property Type

Naples Townhome

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Anna Maria Island House
5 BR | 5 BA | Sleeps 8 | Quick View
Sleeps 8, 5 bedrooms, 5 bathrooms

$2314

avg/night

$2,314
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beach Front/Heated Pool/Hot Tub/ 4 bedroom plus den North End of Anna Maria Island. Professionally decorated and finished with all King Beds and En-Suite Bathrooms. Chef's Kitchen with a 48inch gas range. Wine Cooler on two levels and a private covered porch to enjoy the sunsets on the upper levels. ...

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Property Type

Anna Maria Island House

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Naples House
4 BR | 6 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 6 bathrooms

$2399

avg/night

$2,399
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beach Views Old Naples Imagine, a long day having fun at the beach. When you're ready for a break you can walk two minutes to a stunning vacation home. Relax by the pool, or cook some burgers on the outdoor grill. Enjoy the sunset from your deck with a beautiful view of the beach. When you're ...

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Property Type

Naples House

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

$128

avg/night

$128
avg per night
View Details

Key Amenities

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

About this property

Monthly Rental. GOLF MEMBERSHIP INCLUDED for a $100 transfer fee. A $30 charge for golf with transfer. Condo is 1st floor, 2-bedroom 2-bath unit. The patio is breathtaking, with a beautiful view of the water, golf course, and greenery. Heritage Landing Golf and Country Club offers resort-style amenities ...

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Property Type

Punta Gorda Condo

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Rotonda West House
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms
21 reviews

Distance to beach: 9 miles to Englewood Beach

$280

avg/night

$280
avg per night
View Details

Key Amenities

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

About this property

Welcome to our beautiful Florida retreat, Villa Sea-Esta Palms. You will feel at home and comfortable the minute you walk thru the door! This is a home, and not a beat up rental. This spotless clean, Spacious 3 bedroom, 3 bathroom with 2 master suites. Very private tropical yard!, very ...

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Property Type

Rotonda West House

Featured review

"Beautiful Florida Home"

Great family friendly rental. The pool was a hit with our three boys! The home is fully stocked with everything you need, clean and accommodating. Beautiful beaches within 10 min from home. Judy is also ...

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

$294

avg/night

$294
avg per night
View Details

Key Amenities

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

About this property

Welcome to our lifestyle residence with 80 ft. of Lake Mohave waterfrontage, a private pier with seating, a HUGE 60 ft long enclosed pool deck, Heated Pool, Jacuzzi Hydrotherapy Spa, Cushy Seating, Magnificent Lakefront Sunset View, 60 in. Smart TV, Bicycles, Tennis Rackets, Fishing Gear, Pool Table, ...

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Property Type

Cape Coral House

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Anna Maria Island House
9 BR | 8.5 BA | Sleeps 8 | Quick View
Sleeps 8, 9 bedrooms, 8.5 bathrooms

$1451

avg/night

$1,451
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Get ready to be swept off your feet by the charm and luxury of Winding Waves, your dream vacation spot right on the beautiful Anna Maria Island. This dazzling nine-bedroom, eight-and-a-half bathroom beachfront home is all about fun in the sun and upscale relaxation!Splash and Play Outdoors: Dive ...

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Property Type

Anna Maria Island House

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Rotonda West House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

$396

avg/night

$396
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Forget your worries in this spacious and serene space. This gorgeous luxury home features 3 bedrooms/2 bathrooms and will comfortably sleep 6. The pool area is perfect for relaxing while looking over the peaceful freshwater canal. The triple pocketing sliding doors open completely to the southwest-facing ...

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Property Type

Rotonda West House

Featured review

"Perfect, better than expected!"

Thank you so much for allowing our family to stay at your home for our vacation. It was beautiful, clean and well kept, better than we ever expected, and the extra amenities were nice! Our kids enjoyed ...

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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$276

avg/night

$276
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Runaway Bay condominium located on northern Bradenton Beach, is a comfortable 2 bedroom/2 bath second level condo located in a very popular complex. Runaway Bay is a bayfront complex, Unit 201, is only a few steps away from the beautiful beaches offering you all of the conveniences you would want in an ...

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Property Type

Anna Maria Island Condo

Featured review

"Excellent beach vacation"

Such a pleasant stay, great location for walking to restaurants, shops, steps from the beach. We loved staying on the island it's been years since we've been and really appreciated all that it has to offer. ...

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Fort Myers Beach House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
5 reviews
owner special
Owner special: Month of March 2025 reduced rate to $12,000

$421

avg/night

$421
avg per night
Owner special:
Month of March 2025 reduced rate to $12,000

View Details

Key Amenities

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

About this property

The Whitehouse is a waterfront home offthe main road of Estero Boulevard. It features a large deck overlooking the pool/canal,relaxing views of Estero Bay and the canal, a privateheated oversized pool, wireless internet access, and boatdock with lift and kayak/canoe entry slip. Canoe ...

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Property Type

Fort Myers Beach House

Featured review

"Perfection"

The spacious house was set on a quiet street, but we had quick access to shops and the beach! With our own pool and a canal at the edge of the property there was something for all members of our family. ...

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Siesta Key Condo | On the beach
3 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2.5 bathrooms

$449

avg/night

$449
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

Enjoy our updated beach front 3 bed 2.5 bath condo. Just steps to the best beach in the world and also steps to beautiful Siesta Key Village entertainment district! All the amenities that you need to have a relaxing vacation.

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Property Type

Siesta Key Condo

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Naples House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms

$498

avg/night

$498
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Neighborhood amenities: Playground, 1 Lap Pool & 1 Heated Pool, Basketball, Volleyball, Pickleball & Tennis Courts ️ Close to beach Dog friendly Game room featuring Ping Pong & Foosball Smart TVs throughoutTHE SPACEBright Briarwood Naples home featuring a private, screened-in ...

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Property Type

Naples House

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Anna Maria Island Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
4.9 rating on other travel sites

$355

avg/night

$355
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Beautiful 3 bedrooms/2 baths, plus den condo is in the highly sought out Bradenton Beach Club community. It has quality finishes including wood cabinets, solid granite surfaces, stainless steel appliances and quality tile in the living and bathroom areas. So well-appointed with comfortable furniture, ...

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Property Type

Anna Maria Island Condo

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Fort Myers House
4 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

FORT MYERS private pool home in lovely Whiskey Creek minutes away from Sanibel, Fort Myers Beach and the bridges to Cape Coral. PRIVATE large 2350 sq. ft. home with open concept living area and fully furnished lanai area for great outdoor relaxation. LOCATION location location to all amenities, beaches ...

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Property Type

Fort Myers House

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Cape Coral House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Cape Coral Yacht Club Beach

$211

avg/night

$211
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Saga is located overlooking the canal. Large pool area facing north and west. Walking distance to restaurants and shopping. Extra sitting area by the canal with table and 4 chairs. Dock and Boat lift as well.4 bikes for guest to use are waiting in the garage.It is only a 3-minute drive to ...

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Property Type

Cape Coral House

Featured review

"The Best"

Thank you Suzanne for making our 2 weeks a wonderful getaway in Cape Coral this year The house is in the perfect location for anything you might want to do and if you want to just stay in the pool is perfect. The ...

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

Distance to beach: 5 miles to Venice Beach

$141

avg/night

$141
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful lake view large ground floor condo. Both front and rear heated / air-conditioned glassed in secure lanai's appointed with ceiling fans with light kits, with 1 new king sized remote controlled bed for late night reading. 1 queen sized bed, 1 full sofa bed and 3 twin beds with 2 full ...

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Property Type

Venice Condo

Featured review

"Lovely view"

We enjoyed the condo very much. It was well stocked and the view was great. The unit was also convenient to stores and beaches

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

$2027

avg/night

$2,027
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Never miss a sunset over the Gulf of Mexico from this beautiful beach house, close to our famous Naples fishing pier and beautiful white sand beaches. Old Naples Beach House, contrary to it's name is a newly constructed home with all the bells and whistles. Enjoy sunsets from the rooftop deck or ...

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Property Type

Naples House

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Punta Gorda House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 5 miles to Port Charlotte

$175

avg/night

$175
avg per night
View Details

Key Amenities

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

About this property

Amazing Tropical Paradise close to restaurant's, clubs, shopping, activities and beach's. The private backyard of this home is difficult to describe with out photographs; truly a very unique PRIVATE OASIS which you have to see to believe. Location' Location' Location'The Home, ...

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Property Type

Punta Gorda House

Featured review

"Vacation paradise"

We had the best time there. Spent most of our time fishing off the dock, swimming in the pool and cooking on the grill! It is truly beautiful! The house is well kept and very clean. If you have any questions ...

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Cape Coral House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
11 reviews

$308

avg/night

$308
avg per night
View Details

Key Amenities

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

About this property

please find more information and all contact details on our personal homepage (see "Links")-----------------------------------------------------------------------------------Our generous and luxurious vacation villa with approximately 2100 sqf is located in a quiet part of SouthWest ...

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Property Type

Cape Coral House

Featured review

"Fabulous place"

The property was fabulous. It was immaculately clean, the beds were super comfortable, and the pool was amazing. The area on the water was awesome. I have one minor reccomendation. It would have been good ...

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Anna Maria Island Condo
2 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2.5 bathrooms

$323

avg/night

$323
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

Sunset Landings Unit 5 is a spacious 2 bedroom/2.5 bath townhome with amazing views of the Gulf of Mexico. With just a few steps across the street, you can enjoy the white sandy beaches and numerous fishing piers. There are no buildings to obstruct your view of the beach!This beautiful townhouse sleeps ...

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Property Type

Anna Maria Island Condo

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

Distance to beach: 2 miles to Cape Coral

$143

avg/night

$143
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd floor condo in The Downtown Entertainment District on The Malaga Canal! Beautiful water views! Great breeze that comes through the screen door. Watch dolphins & manatees go by! Heated pool overlooking the canal. Unit is in the center of the complex with a private stairway entry. It has ...

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Property Type

Cape Coral Condo

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Naples House
6 BR | 7.5 BA | Sleeps 12 | Quick View
Sleeps 12, 6 bedrooms, 7.5 bathrooms

$1925

avg/night

$1,925
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely ...

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Property Type

Naples House

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

$96

avg/night

$96
avg per night
View Details

Key Amenities

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

About this property

Two bedroom, two bath, non-smoking Heritage Pointe condo on the third floor with beautiful and relaxing lake views on the screened in lanai to enjoy a cup of coffee or glass of wine. Elevator access. Heritage Pointe has a wonderful clubhouse where there are many scheduled activities, heated resort style ...

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Property Type

Fort Myers Condo

Featured review

"Excellent place!"

We loved staying in this condo! It is very spacious and nice and Emily was extremely easy to work with. The gym and pool were great and we especially loved the track around the pond. We plan to stay in ...

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Anna Maria Island House
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

$348

avg/night

$348
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

In the heart of Holmes Beach on Anna Maria Island rests this charming home just steps to the beaches. The home creates fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Anna Maria Hideaway lies within a stone's throw of the trolley stops for guests to hop on ...

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Property Type

Anna Maria Island House

Featured review

"great location"

We enjoyed on our stay at this well-kept property on Anna Maria Island. It offered privacy with a good central location.

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Punta Gorda House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$112

avg/night

$112
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

FURNISHED OFF-SEASON RENTAL- 55+ COMMUNITY. AVAILABLE NOW. Escape to paradise in this exquisite vacation rental located at 14 Freeman Ave., Punta Gorda, Florida 33950. Nestled in the heart of the highly sought-after 55+ retirement community of Windmill Village, this turnkey furnished home offers an unparalleled ...

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Property Type

Punta Gorda House

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

$134

avg/night

$134
avg per night
View Details

Key Amenities

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

About this property

2br/2ba first floor condo, Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. This tropical resort community is a relaxing oasis under the warm skies of the Gulf Coast. With its swaying palms, shimmering lake views and world-class resort ...

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Property Type

Sarasota Condo

Featured review

"Awesome place"

We loved this place. The condo is really very very clean. the decoration style beach house very pretty. The beds are comfortable. Eva the owner is a lovely person!

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

Distance to beach: 30 feet to Turtle Beach

$343

avg/night

$343
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Within just a few feet of the beach, our condominium home features a well equipped kitchen with granite counter tops, luxury vinyl flooring, a leather sectional couch, recliner chairs, teak furnishings, ceiling fans in all rooms, a 55 inch smart TV in the living room and a flat screen TV in each bedroom ...

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Property Type

Siesta Key Condo

Featured review

"Oldie but Goodie"

We’ve traveled many places in our lives ( especially all over Florida) and this is one of our favorites. From the moment we requested more info on Bill and JoAnn’s condo until today at check out the ...

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Fort Myers Beach Condo | On the beach
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
19 reviews

Distance to beach: 100 feet to You are on the Beach

$350

avg/night

$350
avg per night
View Details

Key Amenities

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

About this property

From your PRIVATE balcony over the beach, you can enjoy morning coffee in your pajamas, watch the dolphins swim by, and watch the pelicans dive for breakfast. This unit is completely remodeled with a new kitchen and appliances, flooring, furniture, smart TVs, HD cable, and High-speed internet.Both ...

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Property Type

Fort Myers Beach Condo

Featured review

"Fantastic place! Home away from home - only much BETTER!"

I had a great, relaxing time at this awesome condo! It far exceeded my expectations! It is very well decorated, super clean and well appointed. The rooms are spacious, plenty of room everywhere. The ...

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

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SIX MONTH MINIMUM LEASE.Available starting 5/31/2025. Ability to extend rental through 12/31/2025. Dates are flexible. This fully furnished, move-in-ready, top floor 2BR/2Bath, 1365 SqFt condo, in the beautiful Orchid Oaks complex is available from 5/30/2025 through 12/31/2025. Monthly rent includes: ...

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Property Type

Sarasota Condo

Featured review

"Friendly and Peaceful"

The people throughout the complex were very nice and loved to talk to you like you knew them forever! The pool was a great center point with the setting all around it and the trees. The bridge over to the ...

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Cape Coral House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Cape Coral Yacht Club Beach

$199

avg/night

$199
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa White Heron with a huge pool is only 5 min from the closest beach - Yacht Club Beach with Tiki - restaurant and Fishing Pier. 5 min to downtown Cape Coral with restaurants and shopping. From the dock there is a breath taking basin view.Also 2 canoes and 3 bikes for the guests to use.Don´t ...

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Property Type

Cape Coral House

Featured review

"Just perfect"

We were lucky enough to book the Villa White Heron at very short notice. We were not disappointed, the house is even more beautiful than in the pictures. Clean, modern and everything you could possibly ...

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Naples Apartment
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

$636

avg/night

$636
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Please be advised that the Briarwood community requires the submission of the signed application along with the payment of community fees, as outlined below: $100 if received more than 20 days prior to occupancy $200 if received less than 20 days prior to occupancy $300 if received less than 7 days ...

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Property Type

Naples Apartment

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

$425

avg/night

$425
avg per night
View Details

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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Property Type

Naples Condo

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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Anna Maria Island House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$1676

avg/night

$1,676
avg per night
View Details

Key Amenities

  • Pet friendly
  • WiFi

About this property

Mintfish is a tropical hideaway that blends high-end decor with natural beauty. This 4 bedroom, 4 bath ground-level luxury vacation home has recently been remodeled to combine natural and sustainable materials with decadent living. The single-floor layout makes the home easily accessible to people of ...

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Property Type

Anna Maria Island House

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Anna Maria Island House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

$542

avg/night

$542
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can ...

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Property Type

Anna Maria Island House

Featured review

"Awesome beach!"

We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!

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Sarasota Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

$116

avg/night

$116
avg per night
View Details

Key Amenities

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

About this property

TEMPORARY HURRICANE HOUSING NOV. THRU DEC. 31st. AVAILABLE JAN. 1st through April. All winter.Tucked behind Bobby Jones Golf Course you will discover One of Sarasota's Best Kept Secrets! "The Hideaway" Uniquely Designed Villa Overlooking the Golf Course, Pool. Private, Screened ...

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Property Type

Sarasota Condo

Featured review

"Condo"

We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.

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Port Charlotte Condo
3 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

$133

avg/night

$133
avg per night
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Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

3 BR 2 Bath second story condo in the beautiful Heritage Oak Park. Completely furnished for seasonal use. Internet and all utilities paid. Development has beautiful pool, fitness room, library and clubhouse.

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Property Type

Port Charlotte Condo

Featured review

"Great condo in a lovely community."

This is a wonderful condo in a beautiful gated community. We had the pleasure of staying here in 2021 and were very pleased! ! The huge Heritage Oak trees throughout the community are stunning! The balcony ...

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

$205

avg/night

$205
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

NW Cape Coral | Off Water | Close to Matlacha, Pine Island & Coral Oaks Golf Course Beautiful pool home with 3 bedrooms plus a den, 2 bathrooms and a three-car garage in desirable area of NW Cape Coral surrounded by gulf access homes. Two minutes to Publix, Walgreens and the Burnt Store public boat ...

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Property Type

Cape Coral House

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Naples House
4 BR | 3 BA | Sleeps 9 | Quick View
Sleeps 9, 4 bedrooms, 3 bathrooms

$1762

avg/night

$1,762
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning ...

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Property Type

Naples House

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Fort Myers Villa
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 20 miles to Ft. Myers, Beaches of Sanibel Isle, Bonita Beach

$229

avg/night

$229
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience the ultimate blend of luxury and lifestyle in this modern Villa, nestled in one of Southwest Florida’s newest lakefront resort communities. Whether you're seeking relaxation or excitement, this property has it all. Enjoy exclusive access to a resort-style pool, private beach, state-of-the-art ...

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Property Type

Fort Myers Villa

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

$241

avg/night

$241
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Renovated turnkey front unit with modern themes and contemporary furnishings and designs. Stunning Gulf views from the Master and Guest bedrooms, covered parking.Updates include new kitchen, new flooring throughout, and new bathrooms. The spacious lanai offers breathtaking ocean views. Easy access ...

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Property Type

Marco Island Apartment

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

Distance to beach: 5 miles to Fort Myers

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Modern two bed, two bath condo in a private, and gated community. This property features many amenities, including a spacious community pool, fully equipped fitness center, picnic area with grills, a clubhouse that hosts endless activities, and walking path surrounding a private lake. Close to everything ...

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Property Type

Fort Myers Condo

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Anna Maria Island House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3.5 bathrooms

$868

avg/night

$868
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 1/24/24 WITH A CHECK-IN DATE BETWEEN ! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceCoastal Serenity has a rooftop deck, private pool and spa, and an EV Charger! ...

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Property Type

Anna Maria Island House

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Cape Coral House
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

$393

avg/night

$393
avg per night
View Details

About this property

Welcome to your dream vacation home! This stunning 3-bedroom + den, 3-bathroom retreat offers direct Gulf access with no bridges, making it a boater's paradise. Spanning over 2,500 square feet, this home boasts an open floor plan with soaring ceilings, impact windows and doors, and a 3-car epoxy ...

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Property Type

Cape Coral House

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Rotonda West House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews
last minute deal
LAST MINUTE DEAL 11/15 - 12/27: Black Friday Special 25% discount for Dec 2-11 - Golf & Beach Getaway!

$307

avg/night

$307
avg per night
Offer for: Nov 15 - Dec 27:
Black Friday Special 25% discount for Dec 2-11 - Golf & Beach Getaway!

View Details

Key Amenities

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

About this property

Stay comfortably in Rotonda West at this 4-bedroom bungalow with heated pool and spa. This amazing property offers a serene escape for guests, overlooking the golf course, with 1 king bed and 3 queen beds to ensure a perfect night's sleep. The bungalow features all the essentials you need, including ...

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Property Type

Rotonda West House

Featured review

"Fantastic Stay with a Beautiful Home and Outstanding Amenities"

We had an absolutely amazing time at Violet’s place! The house is beautiful, very clean, and thoughtfully maintained. We especially loved the pool area—it was spotless and fully stocked with all the ...

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DEAL
Anna Maria Island Condo
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms

$668

avg/night

$668
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Very few beachfront vacation homes will get you as close to the sand as Hidden Cove #1— a beautiful 2-bedroom condominium with exquisite views and unlimited access to the aquamarine Gulf of Mexico. Located within a charming coastal community that also offers a crystal-clear swimming pool, your family ...

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Property Type

Anna Maria Island Condo

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

$191

avg/night

$191
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Perfect space and location in Cypress Woods gated golf community. The condo is in excellent condition and is located right on the golf course. It features an in-unit washer and dryer, 2 bedrooms, 2 bathrooms, open living/dining space, an enclosed outdoor porch, and a separate den with pull-out couch ...

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Property Type

Naples Condo

Featured review

"Comfortable large codo."

This condo is in a gated golf community. We transferred the golf membership and golfed and used their fitness facility. The condo had everything we needed. Two negatives. The noise from highway 75 when ...

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

$541

avg/night

$541
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Check us out at for pricing and booking!Step into the comfort of this luxurious 3BR 2Bath tropical pool and spa villa in Naples, FL. Situated in a tranquil, family-friendly neighborhood of Briarwood, it promises a serene retreat, close to golf & country clubs, restaurants, and numerous attractions.A ...

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Property Type

Naples House

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