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(3853 rentals)
Punta Gorda House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Luxury Turnkey Seasonal Rental – Prosperity Point at Burnt Store Marina* 3-BEDROOMS, 3-BATH 2-CAR GARAGE * HEATED POOL * OVERLOOKING THE MARINA * PRIMARY BEDROOM ON GROUND FLOOR * DIRECT ACCESS TO MARINA FROM BACK YARD * MARINA AND SCENIC WALKING PATHS * EXTRA LARGE GOURMET KITCHEN *...

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$233
avg per night
New
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your perfect Anna Maria Island getaway. This charming 3-bedroom, 2-bath beach retreat offers a relaxed and comfortable space just steps from everything you come to the island to enjoy.From the moment you arrive, you’ll feel right at home. Leave your car parked and enjoy the convenience...

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$323
avg per night
Anna Maria Island Apartment
Sleeps 4, 1 bedroom, 1 bathroom
39 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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$195
avg per night
New
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Bright 2BR condo in Indian Rocks Beach just a 2-minute walk to the sand. Enjoy a shared pool, private balcony, washer/dryer, free parking, and walkable access to cafés, shops, and sunsets—perfect for couples, families, or friends.Description Step outside your private balcony overlooking...

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$169
avg per night
New
Indian Rocks Beach Apartment
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious 3BR WATERFRONT escape with dock, pool table, SUPs, beach gear, sunsets, and a quick 3 minute walk to the sand. Perfect for families, groups, and memory-making stays in the heart of Indian Rocks Beach. 3/2, Sleeps up to 7.Description *Your Private Intracoastal Retreat — Just Steps from...

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$190
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

VRC16-000681 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...

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$281
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Distance to beach: 10 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

At just $14,000/month in season, this gorgeous and spacious Golden Gate Estates pet-friendly single family home has 4 bedrooms, den, 3.5 baths, and stunning upgrades everywhere you look! Start with the curb appeal and lush landscaping, then go inside where you will find a light and bright open floor plan...

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$233
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Luxurious Waterfront Living with Resort-Style Amenities: Recently Renovated 2 Bed, 2 Bath Condo with BOAT LIFT in West Bradenton on the south side of Palma Sola Bay just UNDER 3 MILES TO ANNA MARIA ISLAND! Experience breathtaking tropical canal views from your SCREENED LANAI, and walk the sea wall to...

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$109
avg per night
Special Offer
North Port House
Sleeps 9, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Big Lot with a lot of spaces for kid seat on waterfront park near by . 4 bedroom home with 6 bed and one single sofa bed and living room have smart tv , high speed internet, dining room with 6 chairs one entertainment room including 3 functions billiards table , kitchen with load cooking supply outdoor...

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Featured review

"Very Nice Clean Home with lots of space."

Our 10 day stay at this home was very nice with everything we needed. Located in a quiet neighborhood close to the main strip in North Port, close to many restaurants, grocery stores, golf courses and...

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$106
avg per night
Indian Rocks Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Luxurious Penthouse unit at The Gables, Indian Rocks Beach with Gulf views and cathedral ceilings. Our unit has been recently fully renovated. The building is undergoing a full renovation which should be completed in the summer of 2026 for you to enjoy. Our unit is on the third floor on the south corner....

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$150
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5 bathrooms
1 review

Key Amenities

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

About this property

Just Beachy – Your Luxury Island Retreat on Anna Maria Island 128 49th Street Holmes Beach FL 34217 VRC21-000019 4 Bedrooms + nanny suite | 6 Bathrooms | Sleeps 10 | Heated Pool & Hot Tub | This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighborsEscape...

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Featured review

"Great Thanksgiving Vacation!"

We spent Thanksgiving week at Sunset and Sand and it delivered on all our expectations. The home is clean, beautifully decorated and functional. The kids absolutely loved the heated pool and Spa and Its...

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$957
avg per night
Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
58 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Settle into waterfront living at Barefoot Beach Resort, a ground-floor condo with a rare private patio directly on the Intracoastal. Enjoy coffee, cocktails, and dolphin watching right from your own outdoor space.This 750 sq. ft. corner unit includes a full kitchen, pool access just steps away, and...

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Featured review

"Found our happy place!"

Wonderful unit! The patio was our favorite part--morning coffee, evening cocktails or just enjoying the fresh air and waterfront view. Great location as well--pickleball at the municipal center, dinner...

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$162
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to this beautifully designed 2 Bed, 2 Bath model Furnished condo in the highly desirable Webb’s Reserve community of Babcock Ranch, America’s first solar-powered town. This bright and modern residence features an open-concept layout filled with natural light, a contemporary kitchen...

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Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially...

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$667
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Kelly Greens Veranda Style Condo includes championship golf and day tennis! This first floor beauty has been completely rebuilt and remodeled. Luxury LVT flooring and tile throughout. All new custom cabinets in kitchen and baths. Open floorplan includes huge island with quartz countertops. Programmable...

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$67
avg per night
Naples Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has one bedroom with a king size bed and den with two Queen size sleeper sofas, and 2 on suite bathrooms, as well as a guest house with...

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$536
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Our Hidden Gem – Your Home Away from Home in Paradise! Located in Pine Haven Condominiums – Gated Community | Bonita Springs, FLDiscover the perfect blend of comfort, convenience, and Florida charm at Our Hidden Gem—a beautifully appointed first-floor condo in the desirable,...

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Featured review

"Great Stay"

I had an amazing stay at this condo! The owner was truly wonderful to work with—very accommodating and responsive, which made the whole experience smooth and stress-free. The condo itself is beautiful...

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$130
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Conch-Out Beach House 303 68th St, Holmes Beach, FL 34217 VRC19-000273 4 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool + Spa | Pet-Friendly This home can park up to 3 vehicles Quiet hours at 10p-7a: please respect neighbors Completely Renovated February 2025! Welcome to Conch-Out Beach...

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Featured review

"Beautiful house with a very short walk to the Gulf beach."

This is a great house in a fantastic location. The close beach access is very convenient. There are 6 complimentary high quality beach chairs that came in very handy. There is even a handy beach wagon...

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$623
avg per night
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

You will absolutely fall in love with this cozy condo located in the heart of Naples. Enjoy relaxing in your home away from home, in this highly desirable area, located close to some of Naples best beaches, best shopping, and popular restaurants. This condo is tucked away in a beautiful neighborhood where...

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$190
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 Azul TortugaAzul Tortuga is a beautifully decorated four-bedroom, three full bathroom luxury Villa with amazing conveniences. Azul Tortuga is situated in the highly desirable SW Cape with a Fresh Water canal great for fishing and southern exposure views. This home will give you tranquility,...

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$146
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...

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$288
avg per night
North Port Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 19 miles to Englewood

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

1,500 sq. Ft. Villa with 3 bedrooms, 2 bathrooms, lanai.The 1,500 sq. ft. villa with 3 bedrooms and 2 full bathroom, lanai and patio is in a friendly neighborhood close to golf courses. A mile from Publix grocery store and 4 miles from convenient Cocoplum Shopping complex.Other nearby amenities...

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$130
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beautiful western exposure villa with large electric heated pool and a new handrail for pool steps, solar blanket included. Also surrounded by palms for your privacy! Spacious lanai area with outdoor furniture with two ceiling fans on lanai, plus LP gas grill with extra tank in garage. Inside you have...

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Featured review

"Very"

We have rented several properties in Cape Coral/Fort Meyers area over the years, This home was my favorite. Great location, well stocked kitchen, very clean and beds were amazingly comfortable for our 2...

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$136
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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$482
avg per night
Babcock Ranch Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Introducing your dream rental - a stunning 3 bedroom, 2 bathroom golf condo located in the breathtaking Babcock Ranch, surrounded by serene lakes and lush greenery. Step inside and prepare to be wowed by the modern and spacious living areas, boasting plenty of natural light and elegant finishes throughout....

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$84
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq.ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! Walking distance...

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$414
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This single-level, 3-bedroom home is ideally suited for traveling professionals, whether you're working solo, as a team, or bringing family along. It's fully renovated and sits on over two acres of landscaped land, surrounded by fruit trees and open space. Inside, the layout is open and bright,...

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$214
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Yacht Club

Key Amenities

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

About this property

Newly renovated beautiful 2/2 First Floor, Lower Level, beautiful Waterfront, offering lots of privacy being second to the end unit, Located in Southeast Cape Coral, near downtown, and just 5 minutes from Yacht Club Beach. 20 minutes to the beaches of Fort Myers and Sanibel Island! Smaller, Pet friendly...

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Featured review

"March in Cape Coral"

We spent a month in Jay and Allison’s beautiful condo this past winter. They were gracious and attentive hosts, very responsive to our questions. Jay even sent emails about events taking place in Cape...

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$143
avg per night
Palmetto House
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Forget your worries in this spacious, serene, brand new built space. This community was built in 2023! Enjoy the community pool and the house backing onto a small lake/pond, you are sure to enjoy your wine sitting watching wildlife!You can’t ask for a better location, the house is 25 minutes...

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Featured review

"my stay in Palmetto"

️️️️️ We had such a wonderful stay in Palmetto, Florida! The home was spacious, super clean, and very inviting — it felt comfortable from the moment we arrived. It’s also conveniently located...

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$150
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Clam Pass

Key Amenities

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

About this property

Location, location and everything you could ask for at this beautiful, centrally located condo in the most convenient location in all of Naples. Truly a gem, this condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green at the Quail Run Golf Course....

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Featured review

"March in Emerald Greens"

My husband and I just returned from spending the month of March in this condo.The unit itself is clean and stocked with everything you would need. The location is perfect and the sunsets off the lanai are...

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$95
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Beach Bliss by Beach Retreats Vacation Rentals 320 64th Street, Holmes Beach, FL 34217 3 Bedrooms | 3 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub | Walk to Beach | Pet-Friendly VRC17-000113 Fully Renovated February 2025 Welcome to Beach Bliss, a beautifully updated 3-bedroom, 3-bathroom...

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Featured review

"Girls weekend"

Outside patio was perfect! The pool and hot tub were great. Living room area was small but comfortable.

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$381
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Island Escape by Beach Retreats Vacation Rentals 307 65th St, Holmes Beach, FL 34217 VRC18-000047 Your dream getaway awaits on Anna Maria Island! This stunning 4-bedroom (+ bonus room), 4-bath luxury vacation home is just steps from the beach and close to the best dining, shopping, and island attractions....

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Featured review

"Pleasantly surprised"

We rented this house for a family vacation. This house is everything you see & more. We found it to be perfectly located from beach/stores/restaurants in a quite neighborhood. The house was perfectly...

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$856
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd-floor luxury coach home with golf in Babcock National's gated community. This open-layout Coach Home has fantastic sunrise views of the fifth fairway. You will enjoy the split bedroom floorplan with three extremely spacious bedrooms with walk-in closets and two full baths, including...

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Featured review

"Babcock National Condo - Fell in Love!"

The condo is perfect. The 2nd floor condo has lots of space and very nicely furnished. Kitchen was well stocked with most anything a cook would need. The lania is the place to be to watch the golfers...

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$145
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Looking for a prime location to vacation? Seagrass Flats Unit 1 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops, vinyl plank flooring...

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Featured review

"Outstanding!"

We enjoyed our stay at Seagrass Flats. Our unit was very clean, well furnished, and worked great for our vacation with the in-laws. Beds were comfy and we appreciated the little extras, like beach towels...

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$232
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Tropical Sunset 4, a refreshed and inviting two-bedroom, two-bath retreat just a quick two-minute walk from Holmes Beach. This third-floor condo blends comfort, style, and convenience, offering beautiful water views along with access to a heated community pool, BBQ grills, and a picnic area....

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$242
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Palma Rosa! Embrace the tropical lifestyle in this clean and updated home with a private screened & heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and spacious with cheerful coastal decor, and nearly every room flows directly to...

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$321
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

South Seas Tower 3 - Resort Pool - Gulf View Beachfront bliss! Affordable 2/2 condo in South Seas Tower 3 with stunning Gulf views. Enjoy resort amenities, direct beach access, and explore vibrant Marco Island. Exceptional value for an unforgettable escape!The Space: Step Inside Your Beachfront...

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$250
avg per night
Anna Maria Island Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Crisp, clean, and completely remodeled— this 2 bedroom townhome is the perfect spot to make unforgettable Anna Maria Island memories. The warm sand and turquoise water of the Gulf of Mexico are right across the street. You'll be steps away from the beach and a quick stroll or bike ride from...

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Featured review

"Great for families!"

Great unit, excellent communication, comfortable beds! Kids utensils, pool/beach toys, pack n play, and toddler bed rail all there!

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$253
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...

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$221
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...

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$106
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This recently renovated 3rd floor unit has a new owner who has made many upgrades to the condo. In the newly renovated lanai and living room you’ll find floor to ceiling and wall to wall sliding glass doors with sliding screens that assure totally unobstructed views from the kitchen out. The new...

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$262
avg per night
New
Indian Shores Cottage
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, featured on HGTV. Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or small family getaway.Description This one-of-a-kind single-family home is...

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$190
avg per night
New
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
95 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape the cold and enjoy sunny Florida at this beautifully remodeled 3-bedroom, family-friendly bungalow with a private heated saltwater pool in Bradenton. Designed for comfort, fun, and relaxation, this home is perfect for families, snowbirds, and winter vacationers looking for a warm-weather getaway.Start...

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$223
avg per night
Venice Studio
Sleeps 4, 0 bedrooms, 1 bathroom
3 reviews

Key Amenities

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

About this property

Welcome to your newly remodeled studio at Bahia Vista Gulf – the ultimate beach retreat! This cozy unit boasts stylish vinyl flooring, a convenient washer/dryer combo, fridge, microwave, and 2 countertop burners. The living room is decked out for entertaining with comfy furniture, and a Queen-size...

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Featured review

"Beautifully decorated, comfy condo near the beach"

Nicely updated throughout and fully equipped second floor studio, just steps from the beach. The cozy size and topnotch features were ideal for the wife and me. People in the condominium complex were friendly,...

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$83
avg per night
Punta Gorda Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A True Gem at Heritage Landing - Luxurious 2nd Floor Veranda Experience the epitome of Florida living in this stunning 2-bedroom + den, 2-bath veranda, complete with a social membership. This spacious home seamlessly blends elegance with comfort, offering an unparalleled lifestyle in one of the most...

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Featured review

"A wonderful, beautifully decorated condo At Heritage Landing."

A wonderful, beautifully decorated condo at Heritage Landing. We enjoyed all of the amenities and loved our stay!

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$100
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 7 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Our three bedroomed detached home is ideally situated in a quiet and secure Bonita Springs neighborhood close to everything the area has to offer. It benefits from a large corner plot and is surrounded by mature palms that provide a relaxing environment in which to enjoy the large, south-facing and fully-screened...

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Featured review

"Great pool area"

Fully equipped, clean well appointed house. Very helpful caretakers. Cleaning lady found jewelry that was left behind and was returned to me. Washing machine broke but was fixed the next day! Sadly the...

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$314
avg per night
Naples Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to Naples, Florida — recently ranked the #1 Best Place to Live in the U.S. (U.S. News & World Report)! Enjoy your winter in a newly purchased, fully renovated first-floor condo with all-new warm, seashore-inspired beach décor. This retreat is fully stocked with name-brand appliances,...

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$120
avg per night
Indian Shores Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Quiet Intracoastal | Heated Pool | Fishing DockThis cozy intracoastal condo is situated in the well known Sea Club Resort, a resort style building with a private fishing dock, heated pool, shuffleboard and BBQ grills. It's location offers the privacy and serenity of the Intracoastal Waterway...

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Featured review

"Location& property was great"

Property was great, clean and comfortable. Balcony was nice for am coffee or lunch. Perfect for our needs. Pool area was nice w/large heated pool and lounge chairs. Grills were located on the inlet water...

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$153
avg per night
Sarasota House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Distance to beach: 5 miles to Lido Key

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

VISIT OUR LISTING ON VRBO (#2568344) TO SEE ALL 5 STAR REVIEWS! SIGNIFICANT SAVINGS BOOKING HERENEW IN 2024: Outdoor spa shower and propane firepit areaPET-FREE HOME Updated, bright and airy bungalow at the edge of downtown Sarasota, where you're just minutes from everything a vacation in...

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Featured review

"Clean. Quiet. Very comfortable."

Met our needs perfectly and provided easy access to the fun around Sarasota. Nicely decorated, very clean and comfortable.

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$189
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

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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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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$583
avg per night
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FAQ

Location & Region Specifics

What are the main regions of the Florida Gulf Coast (e.g., Emerald Coast, Suncoast, Nature Coast)?

The main regions of the Florida Gulf Coast include the Emerald, Forgotten, Nature, Sun, Cultural, Lee Island, and Paradise Coasts.

Which Gulf Coast towns are best known for their beautiful beaches?

Venice, Fort Myers, Boca Grande, Destin, and South Walton, Florida, all have beautiful beaches.

What is the difference in atmosphere between the Panhandle (e.g., Destin, Panama City Beach) and the Lower Gulf Coast (e.g., Naples, Marco Island)?

The atmosphere in Panhandle cities tends to be lively and bustling, while in the Lower Gulf Coast cities, the atmosphere is more relaxed and casual.

Which Gulf Coast destinations are less crowded and more laid-back?

Bonita Beach, Sanibel Island, Apalachicola, and Madeira Beach are just a few areas that offer a quiet, laid-back atmosphere.

Activities & Vibe

What part of the Gulf Coast is best for families with young children?

The Sun Coast (Clearwater, St. Petersburg), the Lee Island Coast (Ft. Myers), and the Cultural Coast (Sarasota) are some of the best areas for families with young kids.

Where can I find the best shelling beaches on the Gulf Coast?

Clearwater Beach, Indian Rocks Beach, St. Pete Beach, and Treasure Island are all great spots for shelling.

Which Gulf Coast towns have the most vibrant nightlife and dining scenes?

Destin, St. Petersburg, Siesta Key Beach, and Panama City Beach all have lively nightlife and lots of restaurant options.

What are the top attractions and things to do along the Gulf Coast, besides the beach?

Some top attractions include the Dolphin and Manatee Adventure Tour in Ft. Myers, the Bird Gardens of Naples, airboat tours through the Everglades, and Weeki Wachee Springs State Park in Spring Hill.

Cost & Affordability

Which towns or cities on the Gulf Coast offer the most budget-friendly rental options?

Ft. Myers, Clearwater, St. Petersburg, Pensacola, and Sarasota all have budget-friendly options for renters.

When is the "shoulder season" or off-season for the Gulf Coast to find the best deals?

The Gulf Coast’s off-season stretches from September to November. Many owners lower their rates because rentals are in less demand. The shoulder season happens in between off- and peak season, which runs from December to April.

Are rentals typically cheaper if they are a short walk or drive from the beach versus directly on it?

Rentals that are a short distance from the beach are usually more affordable than rentals sitting directly on the sand.

What are some tips for finding affordable rentals during peak season?

One tip is to start looking for a rental early so you can reserve it several months ahead of time. Also, booking the rental for longer than a few days or one week may get you a deal on the rate.

Finding Rentals

How can I filter my search for rentals that fit a specific budget?

Enter your preferred range of rates into the search filter to narrow your results.

Are there hidden costs I should be aware of, like resort fees or parking fees?

Some potential fees include those for cleaning, damage protection, pets, etc. Carefully read the listing’s description to learn about any fees.

Is it generally cheaper to rent directly from an owner versus a property management company?

Yes, as a general rule, it’s less expensive to rent from an owner than a property management company.

What types of rentals (e.g., small condos, duplexes) are usually the most affordable?

Small condos and cottages are budget-friendly choices for renters visiting Florida’s Gulf Coast.

Property Type

What are the typical amenities included in a Gulf Coast condo rental (e.g., pool, gym, beach access)?

The typical amenities of a condo for rent on the Florida Gulf Coast include air-conditioning, a fitness room, towels, a pool, Wi-Fi, kitchen appliances, parking, a patio or deck, and beach chairs.

What is the difference between a high-rise and a low-rise condo complex, and what are the pros and cons of each?

A high-rise condo complex has ten or more stories, while a low-rise has no more than nine stories. A low-rise condo has more units on each floor. A high-rise condo has better views than a low-rise, and people on the higher floors have a quieter atmosphere. While a low-rise is more affordable, it may only have stairs and not an elevator like a high-rise.

Are condo rentals better for smaller groups and couples than full-size houses?

Renting a condo makes more sense for smaller groups and couples. A full-size house would be more expensive and likely have more space than you need.

What should I know about condo association rules before booking?

The owner of the property is likely to brief you on the condo association’s rules. An owner is responsible for any damage or issues that arise if a renter breaks a rule.

Booking & Logistics

Do most condo rentals include dedicated parking spots?

Most condo owners make parking available to renters. It may be a dedicated spot or an assigned carport where you can park. Check with the property owner for specifics on parking.

How do I find out about the specific location of a condo unit (e.g., floor number, view direction)?

A condo’s description may include the floor number and information about the view. If not, message the owner with specific questions.

Are things like beach chairs and umbrellas typically provided by the condo owner or the complex?

Beach chairs, umbrellas, and towels are typical amenities listed in an owner’s description of a condo.

Is it common for condos to have on-site management for check-in and assistance?

Yes, many condos have on-site property management for check-in and to address any issues a renter may have.