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Southwest Vacation Rentals

(3090 rentals)
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
19 reviews

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

Key Amenities

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

About this property

Oct. 2025 Update: ALL Rates are DISCOUNTED because our pool is still under construction and will be completed in early fall. I know this is an inconvenience for all of us. However, the white sand beach is beautiful. We have discounted the rates based on this inconvenience.️ Prime Beachfront...

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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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$338
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
16 reviews

Key Amenities

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

About this property

Located on siesta Key in Sarasota, FL. The Palm Bay Club has two heated pools both Bayside and Gulfside. A private marina, dock, spa, tennis courts, fitness rooms and is located on Crescent Beach voted number one beach USA 2014Sarasota is located approximately 40 minutes South of Tampa. 1 1/2 hour...

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Featured review

"Really great hosts which made the stay"

Great location, short walk to the No 1 beach in Siesta Key.We had an absolutely fantastic stay! Roy was a wonderful host—friendly, accommodating, and incredibly easy to work with. The property itself...

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$265
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

La Dolce Vita..savour the Naples sweet life in Coral Falls. Newly finished luxury VP flooring in living and bedrooms. Imagine sipping coffee in the morning or wine in the evening on the luxurious lanai with a view of the tranquil preserve. Let it relax you before and after spending time at the pool and...

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Featured review

"Completely met our expectations."

This condo was just perfect for my husband and me. Although it was so close to major roads and shopping amenities, it was very quiet, looking over palm trees, a patio area with covered over picnic tables,...

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$257
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

*Rates discounted all year long, contact our office directly for monthly stay specials*Perks of Life, one mile to beaches, steps to pool/grill & splash park Welcome to “Perks of Life”. This Outstanding First level up condo is in the gated community of One Particular Harbor. Enjoy...

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$285
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious 1st floor condo-amazing golf views, fully furnished. New hardwood floors, new Master bedroom with King bed, New Queen bed in 2nd BR with New dream-like mattresses. Murphy console-LR makes to Queen for extra sleeping. Both bathrooms/closets completely redone very stylishly. Desk for working...

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$223
avg per night

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Anna Maria Island Bungalow
Sleeps 4, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use the link provided below to check availability on Unit A.Unit A: Visit Unit AWelcome to “The Magic Dolphin B” an elevated vacation rental located on the northern section...

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$318
avg per night
Cape Coral House
Sleeps 4, 3 bedrooms, 2 bathrooms

Distance to beach: 19 miles to Fort Myers Beach. or over I-75 to Bonita Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The home is located in the NW of Cape Coral 8 min. from Shopping and Dining. 20 min. from Matlacha, Pine Island. Quiet Neighborhood. Nice Pool and Lanai area to chill and enjoy the Weather in Florida. Open concept kitchen, 2 bedrooms, and 2 bathrooms. 3rd Bedroom with Pull out Sofa/Queen SizeSleeps...

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$137
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 6.5 bathrooms
1 review

Key Amenities

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

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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Featured review

"Better than i expected."

Wonderful house. Very clean and well stocked. The pool was clean and big. Very close to a very nice beach. Would stay here again.

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$739
avg per night
Bradenton Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

SEP to DEC 2025 : $225 a day (Taxes and Fees Not Included) - MIN 30 DAY RENTALLUXURY ISLAND GATED COMMUNITY! Enjoy water views of Anna Maria Sounds and Harbour Isle private lake from this gorgeous 3+ Brdm / 3 Bath, 3,412 total sq. ft. high-end flagship coach home! The unit is fully furnished with...

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Featured review

"Beautiful Location"

Couldn’t be a better location as the glorious beach was two minutes away! And what a fabulous beach to walk. The sunsets were spectacular. Couldn’t get any more beautiful.

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$310
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Discover Casa Lucida, a serene vacation villa nestled in the tranquil southwest of Cape Coral. This spacious retreat is perfect for families, offering 4 bedrooms and 3 bathrooms, ensuring ample room for relaxation and privacy. The sleeping arrangements include a king bed, two queen beds, and two twin...

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$200
avg per night
Last Minute Deal
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Heated salt water pool. Baby and beach equipment, BikesVRC# #This listing, A Lazy River Day and Night includes Both sides of home.Cleaning fee includes Professional Linen Service for all towels and bedding!A leisurely stroll (less than three short blocks) from the blissful beaches of...

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$680
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to “Coastal Breeze” on beautiful Anna Maria Island. This vibrant four-bedroom, three-bathroom island retreat is your perfect vacation escape on AMI. The backyard is a true highlight, featuring a private heated pool with spa, cozy and colorful seating areas, and a one-of-a-kind tiki...

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$766
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Indulge in breathtaking views of the 8 Lakes at The Awesome Sunrise from the expansive pool deck, adorned with luxurious travertine flooring and bathed in southern exposure! Dive into relaxation with the electrically heated pool and spa, ensuring year-round swimming and leisurely moments. Plus, soak in...

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$228
avg per night
Cape Coral Villa
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • WiFi

About this property

Welcome to Stars Vacation Rentals, where luxury meets relaxation in the most desired neighborhood of Southwest Florida (SWFL).Indulge in a lavish escape at this stunning 5-bedroom, 3.5-bathroom villa, perfectly designed for families or groups seeking a tropical retreat. With ample space for up to...

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$355
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Don´t Miss The Video Tour! Still available March 7 - March 14, 2025Modern furnished Villa Sunshine pool villa in the attractive Yacht Club area. 5 min by car to the closest sandy Beach Yacht Club Beach, Tiki-Restaurant Boat House, Fishing Pier and Playground. Walking distance to Cape Coral...

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Featured review

"CAPE CORAL SUSAN SUNSHINE"

This rental was very well appointed. Kitchenware well-equipped . Does need a new canopener....Loved using launi and pool and the canal. Beds were comfortable. Everything just as presented on web tour.

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$221
avg per night
New
Anna Maria Island House
Sleeps 6, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Make a salty margarita as soon as you arrive at Salty Margarita, a beautifully renovated 2-bedroom, 3-bathroom single-family home just moments from the beach on stunning Anna Maria Island. Step inside through the sliding balcony doors and you'll be greeted by an open-concept living area that connects...

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$414
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Create unforgettable memories at “Mia Bella” located on Hammock Road, just north of Pine Avenue, in a *premier deep water canal location* in Anna Maria. Mia Bella is a short walk to the gorgeous, white sandy beaches of Anna Maria Island. This *very spacious beach house* has been fully renovated...

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Featured review

"Delight in Anna Maria Island"

Salty Mermaid Vacation Rental in Anna Maria Island- Even before arriving to Mia Bella, the communication with both Bella and David was incredible. They both go above and beyond to make you feel comfortable...

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$741
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Barefoot or Bonita beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our home had suddenly become available for season 2026. Well equipped and convenient town house just a few steps from the communal pool. Our second home is very special to us. We love the golf and lake view and also the privacy. In Spanish Wells you are conveniently located for everything with all amenities...

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Featured review

"A 5 star in all aspects!!"

This fully equipped coach house that is located right across the street from the neighborhood pool and very close to the golf course provided perfect accommodations for our wonderful trip to Bonita. We...

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$195
avg per night
New
Placida House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Upscale Seasonal Coastal Retreat in Placida, Florida* 3-BEDROOMS, 3-BATH, 3-CAR GARAGE * 2 BEDROOMS WITH ATTACHED BATH AND WALK-IN CLOSETS * PRIVATE ELEVATOR FROM GARAGE * SHORT DRIVE TO BEACHES OF BACA GRAND AND ENGLEWOOD * HEATED COMMUNITY POOL * CLUB HOUSE, TENNIS COURTS, FITNESS CENTER *...

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$217
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Vida del Aqua.Vida Del Aqua is a cozy three bedroom and 2 full bathroom vacation villa situated in the highly desirable SW Cape. Centrally located and near Tarpon Point Marina with all its restaurants and shopping center. If you enjoy tranquility but being in the center of great amenities,...

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$227
avg per night
North Port House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A new pool added! 3 bedrooms, 2 bath, waterfront home located on saltwater canal in North Port. Relax in the Florida room and enjoy the beautiful view of the backyard, canal, and the water. Updated house with new kitchen. Home is in a quiet neighborhood with plenty of parking spaces. Gas grill, outside...

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$158
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This 1 BR, four-guest condo is perfectly located within walking distance to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) to keep you CHEERFUL your entire stay!Coastal amenities: front screened lanai, heated pool, beach toy closet (including...

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$245
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to “Salty Sunsets” on beautiful Anna Maria Island. This luxurious property is located north of Pine Ave with easy access to Bean Point. This Anna Maria Island vacation rental home offers all the goodies to make sure your vacation does not skip a beat. This beautiful property offers...

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$924
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful 2 bedroom/2.5 bathroom condo sits right on the beach. Exquisite views from your living room and primary bedroom. Located in Holmes Beach, the condo has a community pool and lounge chairs for you to relax and enjoy the sunshine. The floor plan is open and inviting with a sunken living room...

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$530
avg per night
New
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • WiFi

About this property

Your Southwest Florida Waterfront Escape - Palm Villa- 4 Bedrooms | 3 Bathrooms | Sleeps 8- 1 King Beds | 3 Queen Beds | Jack & Jill Bath- Heated Pool with South Exposure- Private Boat Dock & Waterfront Views- Spacious Living Room with Large TV- Fully Stocked Kitchen &...

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$375
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located right across the street from the world-famous Anna Maria Island beaches, this two-bedroom condo is newly remodeled and updated and is less than 100 steps away from the warm turquoise gulf waters and sparkling white sand. Tropical Sunset #2 is one of only four units in the entire building and also...

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Featured review

"Amazing Location"

Perfect location, beach was less busy because we were far enough away from the public beach area. Plenty of space to set up and not be on top of other people. The condo itself is good and had everything...

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$331
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

At Kelly Greens you will have private access to outdoor pool and hot tub and enjoy access to tennis court. Kelly Greens community has 5 miles of private, lighted sidewalks with benches along the way and streets for walking, jogging or biking along with many clubs and activities (water aerobics, yoga,...

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$157
avg per night
New
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5 bathrooms

Key Amenities

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

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!Welcome to your home-away-from-home! This 4-bedroom, 4 full bath, 2 half bath pet-friendly, canal-front retreat is made for making memories — whether you're here with family, friends, or your fishing crew. From sunrise to sunset, the views,...

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$916
avg per night
Anna Maria Island House
Sleeps 16, 7 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$1,066
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

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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Featured review

"Marvelous, comfortable and well stocked condo in a great position at Ft. Myers"

This was a 5 star condo, well stocked with kitchen appliances and crockery and glasses. There was a plentiful supply of towels and even beach towels to go to the pool. The balcony was very comfortable...

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$104
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom/2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line finishes...

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$379
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • WiFi

About this property

Welcome to Serenity Lake, a luxurious vacation home that offers breathtaking views and an array of amenities to ensure an unforgettable getaway. This spacious retreat features 4 beautifully appointed bedrooms and 3.5 well-designed bathrooms, providing the perfect sanctuary for families and friends to...

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$350
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available and with special pricing for 2025...Don’t wait - book direct with the owner!!Resort style living awaits you at Lennar's Heritage Landing Golf and Country Club in Punta Gorda, FL. This recently built 2nd floor condo is fully furnished with 2br/2ba and enjoys spectacular views of...

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Featured review

"Paradise"

We throughly enjoyed our stay. The condo was outstanding and the area was fantastic. The amenities were great and all the people we met. I would definitely recommend Heritage Landing to anyone looking for...

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$219
avg per night
Marco Island Condo
Sleeps 7, 2 bedrooms, 2.5 bathrooms

Distance to beach: 2 miles to Tiger Tail

Key Amenities

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

About this property

Enjoy the spacious light-filled, 2 bed 2.5 bath penthouse suite on Smokehouse Bay. Your unit has a newly remodeled kitchen, with stainless steel appliances as well as other updates. It includes a large island, and a separate coffee bar with reverse osmosis purified water. Perched on the top floor, it...

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$193
avg per night
New
Cape Coral House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Villa Eighteen Palms - Cape Coral Waterfront Retreat Luxury Waterfront Retreat with Pool, Spa & Gulf Access Welcome to Villa Eighteen Palms, an elegant waterfront oasis in the heart of Cape Coral, Florida. Ideally suited for both families and discerning vacationers, this villa offers the ultimate...

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$382
avg per night
Last Minute Deal
Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
5 reviews

Key Amenities

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

About this property

Amenities Update December 2025: The calendar reflects accurate availability. Due to permit delays, the beachfront pool will not reopen until early 2026 and pricing is discounted through February 2026. Beach supplies are provided including a beach buggy, beach chairs, coolers, umbrellas and beach towels....

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Featured review

"BEAUTIFUL!! Condo and location!!"

This may be the most beautiful one bedroom condo we have rented in our many years of vacationing on the Gulf!! The location is perfect with great views of the water. The condo amenities are second to none!...

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$299
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Fort Myers Beach and the Sanibel beaches

Key Amenities

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

About this property

Kelly Greens is an 18 whole golf course in a private gated community close to the Sanibel Beaches and Fort Myers beach. The 2nd Floor Condo is overlooking the 2nd Hole. Golf membership is transferable for a $400.00 fee payable to the Clubhouse. The club has clay Tennis courts, swimming pool, hot tub,...

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$167
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where all of your cares melt away the moment you walk through the front door. Located on a quiet residential street that offers plenty of peace and privacy yet keeps you close to the beaches...

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$508
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Villa Surfsidethis gorgeous, modern vacation home is located in the desirable SW area of Cape Coral and features Gulf Access. Villa Surfside is located on a quiet but centrally located street, walking distance to Surfside Shops. Did anyone say Starbucks for breakfast? Not to worry, it...

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$348
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

As you walk into the property from the main entrance you will be welcomed with an open gathering room. To the left you will find two bedrooms one that has a queen bed and one bedroom has three beds (1 Single Twin and 1 Twin over Twin Trundle).  Between those two rooms you will also have a full guest...

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$395
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Our newly remodeled 4 bed 2 bathroom home features an open concept kitchen/living room. The split bedroom style gives the master bedroom privacy with a newly remodeled bathroom. Guest bedrooms are spacious and comfortable. The home is situated on a saltwater canal with a private screened in lanai that...

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$260
avg per night
Bonita Springs Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Exquisitely updated 2/3 bedroom condo surrounded by the most beautiful nature in Bonita Bay. Comfy living room and dining area with gorgeous water views, which attract loads of Florida birds. Cozy den has pull out sofa bed and can also be used as a 3rd bedroom. Primary bedroom features a king sized...

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$212
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover your dream retreat in the heart of the prestigious Gulf Harbour Yacht & Country Club with this stunning second-floor condo that perfectly combines timeless elegance, modern luxury, and the coveted Florida lifestyle. From the moment you step inside, you’ll be captivated by the light-filled...

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$250
avg per night
New
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Heated Pool - All Season! The Best of Both Worlds - North Naples and Beautiful Bonita Springs Enjoy your morning coffee overlooking the peaceful lake view, in a prime spot right on the border of these 2 Coastal Paradises Just minutes from Barefoot and Vanderbilt Beaches, this condo is in the quiet,...

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$162
avg per night
Bradenton House
Sleeps 12, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to a stunning waterfront property offering the perfect blend of luxury, comfort, and adventure. This idyllic retreat is managed by Stayscation, a company dedicated to delivering exceptional vacation experiences. Whether you seek relaxation or recreation, this property has it all, along with serene...

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$645
avg per night
Anna Maria Island House
Sleeps 12, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

If you're looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedroom oasis. Located on the idyllic north end, Anchor Splash is a short stroll from the white sandy beaches and warm, aquamarine gulf waters. It's also within walking distance...

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Featured review

"Great place"

We loved our stay at Anchor Splash, the house is beautiful and it is a great location. The beds were very comfortable the pillows not so much. One of the TVs did not work in one of our bedrooms with the...

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$662
avg per night
Naples House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

FAMILY REUNION TIME!!!!! HUGE POOL & WALKING DISTANCE TO VANDERBILT BEACH!!!!!! HAVING A FAMILY REUNION IN SUNNY NAPLES THEN OUR HOME IS THE PERFECT VACATION GET AWAY !!! SHORT TERM, LONG TERM,VACATION,SEASONAL, ANNUAL,CORPORATE RENTAL 5 STAR SPACIOUS HOMESPRING AND SUMMER CHECK OUT SPECIAL...

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$351
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to VANDERBUILT BEACH

Key Amenities

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

About this property

This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...

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$152
avg per night
Bradenton Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

“Island Hideaway” 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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$219
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Discover island paradise at “North Shore” located on the *premier corner* of North Shore & Palmetto in Anna Maria, only 2 blocks from the gorgeous, white sandy beaches of Anna Maria Island and a few steps from very popular Slim’s Place restaurant and sports bar. This *ultimate beach...

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Featured review

"Amazing house!!"

This house was great we have been coming to the island for about 10 years! This was the best house and so close to the beach!! We will be back

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$602
avg per night
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