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Florida Gulf Coast Vacation Rentals

(3918 rentals)
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to The Naples Beach and Pier

Key Amenities

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

About this property

This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...

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Featured review

"Home Away From Home!"

We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...

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$134
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your charming coastal getaway! This beautifully renovated 2-bedroom, 1-bathroom duplex cottage is perfectly situated right across from the stunning beaches of Bradenton Beach, ideal for your next seaside escape. Inside, you'll find a bright and modern space with all the comforts of home....

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$155
avg per night
Palm Harbor House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Crystal Beach Sands in Palm Harbor, located just 1/2 a mile from Crystal Beach and minutes from Sponge Docks, This home is the perfect family vacation home. It is fully stocked and features a game room equipped with a pool table, air hockey, two retro arcade games & board games. Spacious...

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$476
avg per night
Venice Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 4 miles to Nokomis

Key Amenities

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

About this property

A stunning riverside villa with ultra high speed 1 Gigabyte WiFi internet and Ultra HD smart TV, private dock, heated pool, lanai and 2100 square feet of air conditioned living area which has recently been fully re-furnished and remodeled to a very high standard. (i.e. 'turnkey' with everything...

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Featured review

"Very Nice Stay!! Great owners!!"

Have rented multiple years in snowbird season. Highly recommend the home as is kept up VERY well and updated regularly by the owners. Easy access to main roads including I-75 and 41. Home is on a cul...

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$171
avg per night
New
Fort Myers Beach Apartment
Sleeps 5, 1 bedroom, 1 bathroom
19 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the Newly remodeled condo & Pool, Sleeps4+ Relax in this completely remodeled & peaceful beachfront stay right on the white sand.Great Location of this lovely condo A #304 walk or take the 0.75 trolly to grocery store & time square. Just minutes away from the wide range of restaurants,...

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$107
avg per night

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Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Hurricane Ian reconstruction is finished and Estero Beach Club is beautiful again! The new heated beachfront pool and hot tub are open and better than ever. We are excited to host you! TAKE ADVANTAGE OF OUR POOL OPENING SUMMER SPECIAL!This condo is Vrbo #4985339 Condo #504 We are Vrbo Premier Hosts...

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Featured review

"Wonderful!"

We thoroughly enjoyed our time at the Estero Beach Club! Michelle was an amazing host and was very accessible. The place was spotless and supplied thoughtfully with all the essentials and more. We loved...

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$396
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Island Time – Your Coastal Retreat in Bradenton Beach!Wake up to the gentle sway of palms and end your days with sunset views over the bay. Nestled within the sought-after Bradenton Beach Club community, this spacious coastal townhome offers a private, peaceful escape just moments...

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$227
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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$642
avg per night
South Pasadena Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 1 miles to St Pete's Beach

Key Amenities

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

About this property

First Floor Waterfront Condo Pets 15 lbs or less only allowed upon condo approval2 bed, 2 bath Fully equipped, remodeled throughout. Assigned covered parking and guest parking Double screened in lanai with amazing daytime and evening views of the Bay.Gated community w 6 pools, 2 hot tubs,...

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Featured review

"Great location!"

The condo was very nicely furnished and comfortable. The kitchen was well equipped. We loved the screened in porch and the view of the water. The location is very nice and peaceful There are beach towels...

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$140
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
21 reviews

Distance to beach: 8 miles to yacht club

Key Amenities

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

About this property

Welcome to Villa Costa! Built in 2002, this Beautifully decorated 3/2 pool house with all the amenities of home. Located on a peaceful canal with side and adjacent lots undeveloped for extreme PRIVACY! Enjoy area attractions on nearby Pine Island and Matlacha, within 7 miles of home. Prestigious Pelican...

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Featured review

"The best home.and hosts"

Keith and Sharon are fantastic hosts. They provide everything you can think of and then some. They have a beautiful home,salt water pool,which was just redone, and a hottub. We loved everything about...

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$241
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Island Charm special: - Holmes Beach on Anna Maria Island - Short 5 min walk to Gulf Beaches - Heated pool - sun shelf and dining in pool - Grill (propane included) - Professional Linen Services - Complimentary WiFI - Beach chairs, beach wagon & beach umbrella - Parking...

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$320
avg per night
Anna Maria Island Condo
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Sunset Penthouse special: Concierge Collection Property Bradenton Beach on Anna Maria Island - Beachfront Top floor of Bradenton Beach Club Community beachfront pool, private elevator Professional Linen Services Complimentary WiFi Beach chairs, beach wagon, & beach umbrella Parking...

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$620
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Soak in the Cape Coral Lifestyle in This Eastern Exposure Heated Pool HomeWelcome to your private Southwest Florida retreat, where sunny mornings, warm breezes, and effortless indoor-outdoor living come together. Perfectly located in one of Cape Coral's most desirable areas, this home places...

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$159
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Partial Ocean Views | Many Beds | Perfect for FamiliesEnjoy a private balcony with partial ocean views, perfect for relaxing and watching colorful Gulf Coast sunsets. The building includes a spacious pool deck with a heated pool, hot tub, lounge chairs, umbrellas, tables, and gas grills. Guests have...

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Featured review

"Beach Cottage -,1404"

Had a nice stay at Beach Cottages 1404. Condo has beautiful new flooring throughout and newly renovated bathrooms and kitchen. Furniture was dated but in good shape. Balcony furniture was older but functional....

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$150
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
19 reviews

Distance to beach: 9 miles to Boca Grande, Englewood Beach & Manasota Key

Key Amenities

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

About this property

Fully loaded...includes beach chairs, umbrellas, coolers, beach towels, grill...just bring your clothes, food, drinks and sunscreen!BEAUTIFUL AND CLEAN 2,100 sq. ft. home in Rotonda West INTERNET & CABLE TV MOVIES AND GAMES available HEATED POOL w/built-in pool bench PRIVATE WOODED BACKYARD LANAI...

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Featured review

"A Perfect Florida Escape — We’ll Definitely Be Back!"

Making our arrangements with Linda could not have been easier. She was very friendly and helpful and made us comfortable with the transaction from the very start. The moment we arrived, the home itself...

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$202
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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$790
avg per night
Special Offer
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
18 reviews

Key Amenities

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

About this property

Escape to Camelot Point – your private tropical oasis in sunny Cape Coral! This stunning 3-bedroom, 2-bathroom vacation home delivers the ultimate Southwest Florida getaway with a spacious heated pool and relaxing hot tub in a screened lanai and a fully fenced backyard bordered by lush palm tress...

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Featured review

"Everything perfect"

Lovely home in Southwest Cape Coral everything was perfectly clean and well kept. My dog enjoyed the fenced in backyard and the neighborhood was lovely to walk him in not a lot of traffic. Very quiet neighborhood.....

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$211
avg per night
Longboat Key House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 0.5 miles to Longboat

Key Amenities

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

About this property

Completely renovated Island home located 4 houses off Tarawitt point on a large 90x125ft lot. Coveted lifestyle and location on a deep water canal in the heart of Longboat Key. This waterfront home has 125ft of seawall docking for a boat up to 30 ft. boat plus a jet ski lift and room for other water toys....

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$350
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Cape Coral Sol Seeker for your next vacation destination. Featuring a 3 bedrooms, 2 bathroom Heated Pool Home. Equipped with all of your traveling necessities. Enjoy the Pool in the Privacy Fenced Backyard. Sit back, relax & have a BBQ.Just 5 mins to Grocery & Downtown Cape Coral...

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$307
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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$268
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Top Reasons to Book Sunset Oasis: • Waterfront canal home with private dock for manatee/dolphin viewing • Private pool + hot tub (heated upon request for additional fee) • Kayaks included for guest use • Outdoor fireplace + stunning sunset views • Spacious layout with multiple...

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Featured review

"Excellent House"

The house was very clean and well kept upon arrival. The pool area, outside space, and seawall deck were fantastic. The only slight blemishes were lack of basic kitchen needs like garbage bags, spices pot...

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$253
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Our Property is owned and has been very well maintained by us! 1st Floor Unit which has an incredible view of the Lake from the Lanai.2 Bedrooms, and 2 Full Baths as well as a separate garage for parking your vehicle, and also a separate parking space!The condo is equipped with all semi new appliances,...

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$165
avg per night
Babcock Ranch Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully furnished 3-bedroom, 2-bath 1 level unit, 2-car garage Perfect for couples, professionals and snowbirds.Features You’ll Love: Spacious open-concept living area Fully equipped kitchen with modern appliances Private screened-in lanai with water or nature views Smart TV, fast...

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Featured review

"Lovely Villa"

My stay in Babcock Ranch at Tucker’s Cove was very nice. The villa was extremely clean and had all the nice things just like home. I especially enjoyed the well stocked kitchen to make family dinners....

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$108
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Naples Pier and Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Gorgeous hotel style suites. Penthouse, corner suite. This condo is suitable for one couple or a single person. You wont be disappointed. Best King size mattresses you'll ever sleep on. It's like sleeping on a cloud... What are you waiting for... contact us or book. It won't last! 2...

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Featured review

"Wonderful Rental Condo In Naples, Florida"

Positano Place is a gated, safe and quiet community. The condo has two spacious bedrooms with new mattresses that ensure a restful sleep. The furnishings are very comfortable. Two spacious bathrooms. The...

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$195
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautifully remodeled unit with spectacular gulf views from your 2nd floor lanai. Bamboo and tile floors throughout and an updated kitchen fully equipped with granite countertops. Freshly painted with two new remodeled bathrooms. Upgraded Internet XFINITY bundled with three flat screen Smart TV's...

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$259
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 3 bathrooms
17 reviews

Distance to beach: 8 miles to Englewood Beach, Boca Grande

Key Amenities

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

About this property

Seasonal/half a year/short term time available throughout the year. Vacation in this beautiful 3 bedroom/3 bath Rotonda West home with large private lot, over HALF ACRE . This is a special, very comfortable home with fantastic layout, with a total of 3200 sf under the roof : OPEN CONCEPT with HIGH ceilings;...

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Featured review

"Exactly as advertised!"

This home was just what we were looking for, room to spread out, location, quiet neighborhood, clean and well stocked! The pool in the lanai is perfect, cleaned every week by the pool guy. We used it...

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$178
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Clam Pass

Key Amenities

  • Air conditioning
  • 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 freshly renovated condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green and tee...

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$130
avg per night
Indian Shores Condo
Sleeps 5, 1 bedroom, 1 bathroom
14 reviews

Distance to beach: 0.2 miles to Barefoot Beach Private for our guests

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Relaxing beach lovers paradise in beautiful Indian Shores, FL. Welcome to your home away from home. Our 1st floor unit includes a private patio offers the added perk of observing the parrots that inhabit the area. This large, one bedroom unit has a lovely sun room that offers a queen Murphy bed n for...

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Featured review

"Slice of Paradise"

We thoroughly enjoyed our month at Catherine’s condo. It was recently redone and everything was spotless and very tasteful. The kitchen was well appointed and had everything we needed for the nights we...

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$147
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Updated and stylish 2 bedroom and 2 bath condo located beachside in the quaint town of Indian Shores. Be prepared to be overwhelmed with the sun and sand when step your toes into the white sands . The condo is equipped with a full kitchen and 3 large smart TV's. Enjoy sitting on the furnished patio...

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$290
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Cape Coral

Key Amenities

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

About this property

License # RR-000050-2026Welcome to “The Happy Home” – Lakefront Living on Lake KennedyBright, spacious, and full of charm, The Happy Home offers beautiful 180° lake views from nearly every room. The open layout, high ceilings, and natural light create a relaxing atmosphere...

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Featured review

"Beautiful home"

My husband and myself stayed in this beautiful home on the water we swam in the pool during the day we sat on the dock at night whie we soaked in the water view . Restaurants are not far as well as shopping...

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$185
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 3 miles to Cape Coral Yacht Club Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Don´t Miss The Video Tour! Villa Seaside pool villa with jacuzzi with only jets, with a lovely view over the Mohave Lake, Cape Coral. Pool and patio facing west towards the sunsets.Villa Seaside has 3 bedrooms and 2 baths. Master bedroom with private bath with sliding door towards the pool...

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Featured review

"Needs an update"

Spenat three weeks at this house. Good location to local Walmart and good morning walk opportunities. The proximity to Pelican is slightly annoying from a noice point of view, but manageable. The view...

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$200
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Hello Darling, a freshly renovated 2-bedroom, 2-bath condo tucked into the friendly community of Runaway Bay. Sleeping up to 5 guests, this charming retreat blends modern comfort with peaceful, coastal vibes, perfect for families, couples, or anyone looking to unwind.As you walk in, you're...

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Featured review

"Nice"

Very clean nice home enjoyed it...would consider renting again..thank you...talked with the owner and manager next door Great people

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$144
avg per night
New
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Surrounded By Sea Breezes special: - Anna Maria on Anna Maria Island - 65 min walk to Gulf Beaches - Private boat ramp and boat dock - Private heated salt pool/spa - Outdoor shower - Corn hole, ping pong table - Gas grill (propane included) - Professional Linen Services -...

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$364
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Totally remodeled ground floor unit. This unit is brand new to the rental market and is a rare find. Walk out the rear Lanai door directly to the becach. You can't get any closer to the Gulf of America on Siesta Key. The open floor plan allows Gulf views from the sunroom, master bedroom, living room,...

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$259
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
28 reviews

Distance to beach: 9 miles to Manasota Key

Key Amenities

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

About this property

If you are seeking a peaceful relaxing vacation home on the beautiful Florida Gulf Coast, away from the bustle of everyday life, then 'Gulf Tranquility' is the perfect place. Experience the laid back Florida Lifestyle while enjoying the natural beauty, cultural history and stunning white sand...

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Featured review

"What a Blast!!"

Perfect location with a perfect home. Close to everything fun, beaches, restaurants and plenty of activities. We would certainly book this again!!!

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$180
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

A211 is gorgeous, newly renovated with brand new kitchen, appliances and cabinets, living room, dining room and bathrooms (all with new walls, ceilings, doors and tiled floors). Also available is a new in-unit large capacity washer and dryer. The kitchen is fully equipped with many of the comforts of...

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$259
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Sea Salt special: - 5 min walk to Holmes Beach - Private heated pool, ping pong, outdoor shower - Gas grill (propane included) - Professional Linen Services - Complimentary WiFi - Beach chairs, beach wagon, & beach umbrella - Parking for 4 vehiclesSea Salt is an updated...

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$314
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Caribbean Surf by Beach Retreats Vacation Rentals VRC 306 67th Street Unit B Holmes Beach, Anna Maria Island 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Private Heated Pool | Pet-Friendly Your Anna Maria Island Bungalow Retreat Welcome to Caribbean Surf, a bright and inviting 3-bedroom, 2-bath bungalow...

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Featured review

"Nice Little property!"

The home has recently been redone, very comfortable and accomodating with a nice sitting deck and new pool. We had a short walk to a beach access and the location allowed us to visit the north island area...

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$318
avg per night
Siesta Key House
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.4 miles to Siesta Key Beach

Key Amenities

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

About this property

Location, location, location!! New pool and spa just completed! Waterfall edge from spa to pool and deck jets. New landscaping with additional seating areas near pool and canal. Also, lots of green space to enjoy too!Canal home in heart of the Siesta Key Village, no need for a car! Steps away from...

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Featured review

"Excellent"

The house was extremely clean and nothing was missing. Loved my stay from beginning to end. Melissa checked in a few times to make sure I was happy. I would stay at this home again. It has raised my bar...

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$857
avg per night
Indian Rocks Beach Apartment
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

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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Featured review

"Great Place"

Very convenient and quiet right on the beach. Could have been a little cooler inside but got used to it. Bring beach chairs just in case. Clean place but just a little outdated but your on the beach.

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$190
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.5 miles to Walk to Pelican Bay private beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Experience the best of Naples living in this beautifully renovated 2-bedroom, 2-bath condominium in Serendipity at Pelican Bay for just $10,000/month in-season. Offering approximately 1,300 square feet of bright, comfortable living space, this second-floor residence features vaulted ceilings, abundant...

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$227
avg per night
Anna Maria Island House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A few things that make Sandcastle By The Sea special: Holmes Beach on Anna Maria Island - Short walk to Gulf Beaches Spacious heated pool / spa Outdoor seating including a fire pit Gas grill (propane included) Professional Linen Services Complimentary WiFi Beach chairs, beach wagon, & beach...

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$317
avg per night
Rotonda West House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Sunset Palms, a freshly remodeled 3BR/2BA getaway in Rotonda West / Englewood, FL. Perfect for snowbirds and family getaways. Enjoy an open floor plan, private heated pool, and canal views with gorgeous sunsets. You will have quick access to backyard canal fishing, some of Florida’s quietest...

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Featured review

"Fantastic stay!"

Sunset Palms is even more lovely in person than it looks in the photos! The house is so well appointed with everything you need for a family beach vacation.  The owners have gone above and beyond to make...

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$177
avg per night
New
Punta Gorda Apartment
Sleeps 2, 0 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Immerse yourself in local charm from the comfort of our modern, renovated cottages situated in the heart of Historic Downtown Punta Gorda. Our cottage boast comfortable queen-size beds, fully-equipped kitchens, and full bathrooms complete with modern showers. Each cottage comfortably sleeps two adults,...

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$95
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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$167
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lease this Luxury Birkdale, 2-bedroom, and 2-bathroom, on the desired top floor of the Terrace Condominiums; located in the beautiful, secured with gated entrance at Heritage Landing.Heritage Landing is a brand-new Golf Country Club Community in the beautiful Punta Gorda, Florida. Current amenities...

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$119
avg per night
New
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Villa 512 at Siesta Sands offers a charming beachside retreat where comfort and simplicity take center stage. Light-filled and welcoming, this thoughtfully designed villa features an open layout and a breezy coastal style that makes it easy to settle in and start enjoying your stay. The kitchen and living...

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$333
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to the beach, pull into the paver driveway with a one-car garage and enter this light and airy home with wood floors and wood plank ceilings. The fully-stocked kitchen has stainless steel appliances, granite counters,...

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$244
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Perfect winter getaway at $3,000/month in season! Lovely 2BR/2BA condo overlooking lake surrounded by lush tropical landscaping. Well maintained and has everything that you will need to enjoy your stay in paradise. Key Royal is a well-maintained community in excellent location with plenty of shopping,...

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$76
avg per night
Osprey Villa
Sleeps 12, 5 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Intercoastal, Blackburn Bay waterfront home with boating facilities near Casey Key and Siesta Key. On a point facing the setting sun. This is simply paradise.The pier is long, and the water deep enough to handle most boat docking needs. The large, heated pool is a few steps from the screened lanai...

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$1,206
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.