Southwest Vacation Rentals

(2856 rentals)
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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
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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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Cape Coral Villa
3 BR | 2 BA | Sleeps 60 | Quick View
Sleeps 60, 3 bedrooms, 2 bathrooms
5 reviews

$295

avg/night

$295
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful and modern “Doll House”. Awesome Swimming Pool with a vanishing edge and integrated Hot Tub. Featuring 3 bedrooms and 2 full bath, great location on a unrestricted Gulf Access canal 2 minutes from the River. Truly a Boater’s Dream.PLEASE NOTE.... the correct address is ...

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Property Type

Cape Coral Villa

Featured review

"Fun in the Sun"

Had a great time. House was wonderful and Remy was very responsive. Pool area was amazing and house location was quite and close to everything.

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

Distance to beach: 0.7 miles to Vanderbilt Beach

$939

avg/night

$939
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to paradise! This new home was recently completed and offers spectacular accommodations. Located in the highly desirable location of Naples Park just a 15 minute walk to Vanderbilt Beach. Fully loaded with everything you'll need during your stay. The home features 4 bedrooms and 3 full bathrooms. ...

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Property Type

Naples House

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

Distance to beach: 5 miles to Beautiful Naples beaches

$130

avg/night

$130
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Seasonal rental in Kings Lake in the Hamptons, Naples Florida 2/2, 2nd floor, 1,300 sq.ft, master bedroom has king size bed, 2nd bedroom has a queen size bed, cable tv/Wi-Fi/hbo in master bedroom and living room has a 75" smartTV. Beautiful tropical view from the large oversized lanai, 2 pools ...

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Property Type

Naples Condo

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Fort Myers Beach Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

$388

avg/night

$388
avg per night
View Details

Key Amenities

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

About this property

Enjoy the view from the top floor of our Ft. Myers Beach condo located at Sandarac in building B. Sandarac is at the South end of the Island away from the traffic.Our unit has been completely remodeled and the view of the ocean is visible from EVERY window. Our home away from home has everything ...

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Property Type

Fort Myers Beach Condo

Featured review

"Fabulous view and a beautiful condo!"

The condo is absolutely beautiful and the view from the liane is stunning!!! Everything you would need is supplied in the condo. Walking distance to so much! Santini mall and LOTS of restaurants! None of ...

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

$398

avg/night

$398
avg per night
View Details

Key Amenities

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

About this property

Paradise is not lost. Beachplace is a private gated Gulf front community with 24 hour security located on the famous Longboat Key. Steps away from the longest stretch of private beach on Longboat Key and located on 30 acres of manicured grounds, Beachplace is one of the island’s most beautiful ...

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Property Type

Longboat Key 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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Naples Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

$203

avg/night

$203
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience Naples Living at its Finest: Your Perfect Getaway Awaits!Indulge in unlimited, fee-free golf at this exquisite Naples retreat! Nestled in a vibrant, all-ages community, this recently renovated corner unit offers the ultimate in comfort and convenience.Step into a haven of pristine air ...

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Property Type

Naples Condo

Featured review

"High Point delivers the goods"

Great location, pristine executive golf course, 6 pools to choose from and beaches close by. We could not have asked for more. Our first time renting and we were blown away. Lauren & Rob (the owners) made ...

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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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Fort Myers Townhome
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Fort Myers Beach

$163

avg/night

$163
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful and spacious 3 bedroom townhome located in Sail Harbour.A gated and secure beautiful community in a great location, minutes from Fort Myers Beach, Sanibel Island, shopping, restaurants and entertainment, also adjacent to the Health Park Medical Center.Enjoy open plan, well equipped ...

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Property Type

Fort Myers Townhome

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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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Englewood Villa | On the beach
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

$599

avg/night

$599
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

"Pelican Nest" Beautiful Manasota Key Beach Villa with all the amenities; heated pool, electric fireplace, skylights, granite counters, stainless appliances. Very inviting for fun with family and friends by the beach, or in the bay. Has 4bedroom , 3 bath sleeps 10 people, with 2pull up sofas, ...

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Property Type

Englewood Villa

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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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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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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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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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Fort Myers Beach Condo | On the beach
Studio | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 0 bedrooms, 1 bathroom
6 reviews

Distance to beach: 0.1 miles to Fort Myers Beach

$128

avg/night

$128
avg per night
View Details

Key Amenities

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

About this property

Recently updated, 1 bedroom Condo with king Bed and sofa sleeper in Living room for extra guests. This is a direct water/Beach facing unit located right on the Beach. This unit has Quartz counter tops; stainless steel appliances; new sofa sleeper; new furnishings; and is nicely appointed. Kitchen has ...

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Property Type

Fort Myers Beach Condo

Featured review

"Paradise is coming back!"

We have been coming to Fort Myers Beach for 9 years, rented from Derald the last 7 years. His rentals are always well maintained and well supplied. Derald is quick to answer and questions you may have. ...

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

Distance to beach: 1 miles to Vanderbilt Beach

$764

avg/night

$764
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Newly renovated home, minutes from Vanderbilt Beach and Delnor-Wiggins State ParkTHE PROPERTY The Tuscan Vacation Rental has cozy, warm, coastal elegance! This 3 bed, 3 bath home has extra sleeping arrangements that sleep 8. Recently updated, the home features a very spacious and open layout, perfect ...

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Property Type

Naples House

Featured review

"naples"

best house ever . had a wonderful vacay will sure come back. house so clean.. pool wonderful. situated close to beach.all updated.

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

Distance to beach: 26 miles to Englewood Beach

$183

avg/night

$183
avg per night
View Details

Key Amenities

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

About this property

This beautiful Herritage Landing Golf and Country club 3 bedroom, 2 full bath condo has it all! Golf membership transfer, resort style pool and tikki bar with Hot tub plus a Fitness center with sauna and Spa. The amenities do not end there. 4 other pools convieniently located through out the community ...

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Property Type

Punta Gorda Condo

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Longboat Key Villa
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 500 yards to Gulf of Mexico

$193

avg/night

$193
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Little Palm on the bay in Longboat Key, Florida, a place to go when you want to relax and enjoy! Sunbathing, fishing, and boating right at your backdoor with the beach and pool only a short walk away!  BOATERS, you can bring your boat or rent a boat to be available right out your back door. Don’t ...

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Property Type

Longboat Key Villa

Featured review

"Nice trip"

I loved my month here. I would never have 5 people though. It is 600 sq. ft and 1 bath. There were two of us and it was fine. Lovely back area on a canal. Very quiet and nice people around. There ...

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Cape Coral House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms

$315

avg/night

$315
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

With a living area of over 2200 sft. and a pool area of 1615 sft., a total of 4 bedrooms and 2 beautiful bathrooms, this villa can accommodate up to 8 people. The west facing villa is located on the shore of one of the numerous salt water channels, with direct access to the open sea, in an absolutely ...

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Property Type

Cape Coral House

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Naples Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 3 miles to Lowdermilk Park

$166

avg/night

$166
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st. floor fully refurbished two bedroom, two bath condo located in the beautiful gated community of Naples Bath and Tennis Club. Parking directly adjacent to your front door. Lovely views of lake from your glassed in lanai. Really quiet and serene condo within a cul de sac of 8 units. The pool and ...

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Property Type

Naples Condo

Featured review

"great central location so nothing is too far in Naples and easy to get to."

Diana is a great host, the booking was easy and the condo had everything needed for a great stay. Getting around was a snap with this central location getting to the beach or 5th Ave was just a few minutes ...

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

$270

avg/night

$270
avg per night
View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Cape Coral Paradise: Executive Home, weekly & monthly rates upon request. Weekly and monthly rates are available upon request. Fully appointed 2200 Sq Ft. Home. 3 Bedroom, 2.5 bath, living room, office, dining, large eat in kitchen, large Lanai, outdoor kitchen, large inground heated saltwater pool ...

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Property Type

Cape Coral House

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

Distance to beach: 3 miles to Englewood

$221

avg/night

$221
avg per night
View Details

Key Amenities

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

About this property

Beautiful newly constructed 3 bedroom - 2 baths home on quiet street.We purchased the home in November and all things new. This is our second home and we are going to try seasonal rental and see how it goes and hopefully we will be blessed with recurring rental friends !When you walk in the ...

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Property Type

Englewood House

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Englewood Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Englewood Public Beach

$237

avg/night

$237
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants ...

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Property Type

Englewood Condo

Featured review

"Thank you Julie!"

Great location, layout, and furnishings. We felt most welcome by Julie's very generous communications. We would recommend this great unit to anyone who likes a quiet & serene beach vacation!We hope ...

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

Distance to beach: 20 miles to Fort Myers

$161

avg/night

$161
avg per night
View Details

Key Amenities

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

About this property

4th Floor Condo, with elevator. Small pool located a short walk from the condo Beautiful views, looking over the fairway and nature reserve. Port Charlotte can been see in the distance. Small balcony, with seating and electric BBQ. Sunsets are gorgeous.PET FRIENDLY.*************THIS DOES ...

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Property Type

Punta Gorda Condo

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

$409

avg/night

$409
avg per night
View Details

Key Amenities

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

About this property

Located minutes from downtown Naples and the Beaches, this gorgeous condominium rental is perfectly located, along with luxurious amenities ensuring your Florida vacation experience is both exciting and relaxing.Stay in our comfortable and luxurious 2-bedroom condo while vacationing in beautiful Naples, ...

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Property Type

Naples Condo

Featured review

"Fantastic!"

This condo was simply fantastic! The Naples Bay Resort facilities are top notch luxury and this condo is beautifully maintained. Easy to come and go. Plenty of parking. Pretty impressive how quickly the ...

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

$130

avg/night

$130
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to this stunning 2 bedroom/2 bath condo designed to inspire elegance and comfort. Fully Furnished, designer inspired residence is available to lease immediately. The master bedroom has a king bed, full bath, and walk-in closet. The 2nd bedroom has a queen bed. There is also a pull-out sofa bed ...

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Property Type

Venice Condo

Featured review

"Beautiful"

We have not stayed here as of yet, but would love to if there was an opening. Wee are looking for Feb. and March of each year and its for 2 adults o chldren. We are from Michigan and want to get out of ...

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Venice House
Studio | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 0 bedrooms, 1 bathroom

$96

avg/night

$96
avg per night
View Details

Key Amenities

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

About this property

This is a freshly remodeled and updated in-law suite in the beautiful Venice Florida. It’s in an extremely quiet neighborhood not far from the main drag and only 8 mins to the beach!

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Property Type

Venice House

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

Distance to beach: 1 miles to Crescent Beach

$292

avg/night

$292
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

AFTER 2 HURRICANES E91 IS READY FOR GUESTS!! We thank God that our condo was spared! E91 is a completely renovated, First floor Condo, steps to the pool. Master bedroom has a King bed with on-suite bathroom and walk-in closet. Second bedroom has a Queen bed and twin bunk beds. Fully equipped kitchen ...

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Property Type

Siesta Key Condo

Featured review

"Can't say enough good things!!!"

This condo was phenomenal! It was beautiful, extremely clean, had everything you would need if you cooked a lot, plenty of beach equipment, even a collapsible wagon for the beach. It was great having the ...

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews
owner special
Owner special: JAN 2025 Available due to cancellation!

Distance to beach: 2 miles to Closest to Delnor Wiggins, Vanderbilt and Bonita

$174

avg/night

$174
avg per night
Owner special:
JAN 2025 Available due to cancellation!

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Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautifully decorated newly remodeled first floor unit has a glass/screen enclosed lanai with a scenic views overlooking the natural preserve. Just steps away from our condo are the tennis/pickleball court and pool areas. This charming condo is conveniently located West of 41 in North Naples, just ...

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Property Type

Naples Condo

Featured review

"Great stay at Wiggins Lake and Preserve"

The condo was beautiful and had everything we needed for our stay. Location was close to shopping, restaurants and beaches and easy to get around. Gail was the perfect host and easy to communicate with!

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Anna Maria Island Cottage
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
21 reviews

$229

avg/night

$229
avg per night
View Details

Key Amenities

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

About this property

My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the ...

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Property Type

Anna Maria Island Cottage

Featured review

"Old Florida Gem"

Loved the old Florida vibe! A hop and skip to the beach - just what we were looking forward to! Sure beats a condo high rise!

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Bradenton Apartment | On the beach
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom

$238

avg/night

$238
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

‘Seaclusion’ is a two bedrooom/1.5 bath vacation rental with ambiance to spare. Seaclusion is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard ...

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Property Type

Bradenton Apartment

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Fort Myers Beach Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
1 review

$293

avg/night

$293
avg per night
View Details

Key Amenities

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

About this property

Welcome to our Fort Myers Beach Vacation Rentals! Your Home away from home.Our Island isOne (1) bedroom (This unit can be rented as a one bedroom for up to two persons or both bedrooms for 3-4 persons), This Suite is an impressive (850 sq. ft.) on the ground floor overlooking the shared pool, ...

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Property Type

Fort Myers Beach Condo

Featured review

"Couldn’t ask for more…."

Great location, plenty of parking, clean, modern ans well equipped rental. Rhonda was very helpful and accommodating. The condo had everything we needed and all shiny and new! Beautiful beach 5 minutes ...

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

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Paradise! Enjoy your private, cozy and completely remodeled home offering everything you need to enjoy your vacation in sunny Southwest Florida. Located in Cape Coral, Cape Escape offers a beautiful professionally decorated space, expansive kitchen, large private pool, screened enclosure, patio ...

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Property Type

Cape Coral Condo

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Bonita Springs House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms
owner special
Owner special: Recently reduced monthly rental pricing in North Naples. 3 bedroom single family gated Community

$188

avg/night

$188
avg per night
Owner special:
Recently reduced monthly rental pricing in North Naples. 3 bedroom single family gated Community

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

A beautiful detached home in a gated golf course community with 24/7 security. Wonderful community filled with welcoming neighbours. Hunters Ridge has a large community pool including tennis courts pickle ball bocce ball walking and bike trails. Workout rooms planned community events and a restaurant ...

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Property Type

Bonita Springs House

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Anna Maria Island Cottage | On the beach
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
31 reviews

$337

avg/night

$337
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • WiFi

About this property

Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable beach vacation!Sailfish Gulf Suites is comprised of 4 separate suites. Suite 1 has direct views of the Gulf of Mexico and is just a few steps to the beach.It features 1 ...

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Property Type

Anna Maria Island Cottage

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

Distance to beach: 5 miles to Four Freedoms Beach

$238

avg/night

$238
avg per night
View Details

Key Amenities

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

About this property

This 3-bedroom, 2-bathroom vacation rental offers a fire pit, 3 50-inch Smart TVs, Free WiFi, a private spacious fenced in backyard with a large heated pool where you can enjoy the sunshine.Whether you're in town for a fun weekend or a snowbird flying South for the Winter, this Cape Coral 1-story ...

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Property Type

Cape Coral House

Featured review

"Cape Coral/Fort Myers"

We have had several excellent rental experiences and this Cape Coral/Fort Myers rental was the best. The home is spacious and in excellent condition. Even though “beaches” were in our plans, my wife ...

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

Distance to beach: 4 miles to Bradenton Beach

$382

avg/night

$382
avg per night
View Details

Key Amenities

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

About this property

This delightful pool home is located in the heart of W Bradenton and just minutes away from the world-famous Anna Maria Beach! You are within a short driving distance to many fabulous restaurants and shops. Walking (5 minutes walk) and biking distance is Palma Sola Bay where you can walk along and enjoy ...

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Property Type

Bradenton House

Featured review

"Great sort for our family of 4."

Our two boys were invited to play in a bowl game at IMG Academy over the Christmas break. Although we were offered the opportunity to stay on campus we chose to rent this property.It turned out to ...

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

$247

avg/night

$247
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This beautiful villa in the south of Cape Coral offers you on 2130 sqft with 3 bedrooms and 2 bathrooms space for 6 people. The heated saltwater pool & hot tub (no smell of chlorine and particularly kind to the skin) surrounded by palm trees offers a great view of the picturesque freshwater canal. ...

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Property Type

Cape Coral Villa

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Fort Myers House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Million Dollar 3BR home w/Million Dollar Waterfront & City Skyline View in your own backyard! Newly remodeled 3BR,3BA home, for price of hotel room. Beautiful & peaceful place to relax. Sleeps 8, Jacuzzi, seats 6 w/incredible water view. Enjoy covered lania w/huge outdoor movie screen, bar & ...

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Property Type

Fort Myers House

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Bradenton Apartment | On the beach
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
1 review

$219

avg/night

$219
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

“Serendipity” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez Beach! ...

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Property Type

Bradenton Apartment

Featured review

"Perfect getaway for two"

This beautiful little cottage apartment was perfect sized for my husband and I. It was clean, had cold A/C and the shower had great water pressure. We appreciated the use of the beach chairs, umbrella, ...

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

$394

avg/night

$394
avg per night
View Details

Key Amenities

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

About this property

Fisherman's Cove Condominiums have the best Location on Siesta Key! It is surrounded by water with the Gulf of Mexico on the west side and a private lagoon that leads to the inter-coastal waterway (ICW) on the east side. Swim, surf, boat, kayak, paddle board, fish, gather sea shells and shark’s ...

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Property Type

Siesta Key Condo

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

Distance to beach: 600 yards to Siesta Key Beach

$289

avg/night

$289
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

There's plenty of room for everyone here at Our House. We have a split-level living area facing a large screen HDTV, so anytime you need a little down time from all the outdoor fun, settle in with your favorite movie, a bowl of popcorn, and frosty drinks. The kitchen's just a few steps away, ...

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Property Type

Siesta Key Townhome

Featured review

"Great Stay"

We had a great stay at this condo. We would definitely stay here again. It was clean and spacious. It was also very close to siesta beach and near siesta village. Overall great experience!

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