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Florida Gulf Coast Vacation Rentals

(3917 rentals)
Tampa Apartment
Sleeps 4, 1 bedroom, 1 bathroom
30 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Discover the vibrant Ybor City at "Havana Hideaway" - a spacious studio apartment, perfectly positioned on historic 7th Ave.Recently updated and professionally designed, Havana Hideaway offers all the comforts of home including high speed WiFi, a full kitchen with stainless steel appliances,...

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$150
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfectly located 2 bedroom/2 bathroom condo is directly across the street from the gulf beaches. Pelican Cove is located in a small, private complex on a very unique part of the Island. It is one of the few condos with views of both the Gulf and the Bay. Pelican Cove is just 40 yards from one of the...

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Featured review

"Perfect"

Our stay at Pelican Cove 3 couldn't have been better. The condo was clean, steps away from the beach, and check in was a charm. We truly enjoyed our evening view of the beach and the sunsets from our balcony....

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$211
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View at just $14,000/month in season! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental...

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$405
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.5 miles to VANDERBILT BEACH

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

* * THE MOST DESIRED STREET IN NAPLES PARK and for lots of great reasons (4 blocks to beach, 1.5 block to Mercato, 1.5 block to Pavilion Plaza) - check the walk score! Everything you need for a wonderful vacation - remodeled kitchen and baths, fully equipped kitchen, covered lanai and fully fenced (immaculate,...

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$242
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
37 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Redington Retreat is a breathtaking beach condo located in the quiet beach town of Redington Shores. With partial water & sunset views, The condo boasts an open floor plan and is furnished to accommodate up to 6 adults.Indulge yourself with onsite amenities like a sparkling beachfront pool, hot...

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$216
avg per night

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New
St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Isla del Sol 2BR/2BA Club Bahia Condo with Boca Ciega Bay ViewsEscape to the island paradise of Isla del Sol in this beautifully updated 2-bedroom, 2-bath Club Bahia condo in St. Petersburg, Florida. Bright, comfortable, and relaxing, this waterfront condo offers a peaceful Florida getaway with scenic...

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$180
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this sunny and spacious 1050sq ft 2 Bedroom, 2 FULL bathroom condo with private Balcony.Right across the street from the beach with private beach access providedUnit sleeps 6 (1 king bed, 2 twin beds, and pull-out sofa in living room)Master Bedroom has King bed, 2nd Bedroom has 2 Twin...

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Featured review

"Excellent experience"

We thoroughly enjoyed our stay at Nicks condo. It was very clean upon arrival and as advertised. Any questions were answered within minutes by the owner. Check in was a breeze. Plenty of kitchen supplies,...

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$195
avg per night
Last Minute Deal
Longboat Key Condo
Sleeps 6, 1 bedroom, 1 bathroom
12 reviews

Key Amenities

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

About this property

Spectacular Gulf Views and Breathtaking Sunsets – Renovated Beachfront Condo.Relax and unwind at our newly renovated 1-bedroom, 1-bath condo on the pristine beaches of Longboat Key. With sweeping 180° Gulf views, modern upgrades, and easy beach access, this is one of the best values on the...

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Featured review

"Wonderful place!!"

This is an absolute must stay!! You have your own private beach, and everything is so close. The view from the balcony is breathtaking., by far the best place to have your coffee in the morning! The host...

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$266
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 800 feet to Siesta Key Beach

Key Amenities

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

About this property

Brand New Condo, completely renovated. 2 Bedroom, 2 Bath large condo with granite kitchen and baths. Tile deck flooring. Full water views from our 6th floor location. See all the way to end of Anna Marie on clear day. Ringling bridge, downtown Sarasota, Lido and Bird Key views. King bed in master...

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$168
avg per night
Anna Maria Island Villa
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers convenient access to one of the island's main attractions. As the upper level of a two-unit home, Bean Point Residence Unit A boasts 3 bedrooms/3 bathrooms, providing ample...

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$461
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 3 miles to Siesta Key

Key Amenities

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

About this property

Newly renovated 1br/1ba, 2nd floor condo in the Sienna Park, Sarasota, Fl. A community pool and a tennis court are provided at 1+1 condo, which is set in Sarasota, 5 min drive from Siesta Key Public Beach. This apartment offers air-conditioned accommodation with a balcony. The apartment features 1 separate...

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Featured review

"Awesome place to stay"

We were in unit 146 and totally loved it. So clean and welcoming. Would definately rent again. Thank you!

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$111
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 1st 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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$132
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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$622
avg per night
Fort Myers Beach House
Sleeps 6, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you are looking for a vacation spot that is within walking distance to the beautiful white sandy beach and the famous Times Square at the center of Fort Myers Beach but gives your own family a pool and lots of splendid outside space, you won't discover a greater ideal vacation rental than Paradise...

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$378
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Please scroll down to our website link to check availability and instant booking!***SUMMER SPECIALS!!!** 15% off 30+ day booking **10% off 10+ day booking *** 20% OFF 3-6 Month stays too!!! (Must book before April 1st-Discounts apply for bookings between June 1st through October 31st 2025-Seasonal...

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$310
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy stunning Gulf views from this beautifully remodeled unit, featuring wraparound, fully screened sliding doors that let in the refreshing sea breeze. Located on the south end of Building A—just steps from the pool and on the path to the beach—this unit offers both convenience and serenity.Freshly...

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$260
avg per night
Anna Maria Island Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

Sunset Landings Unit 4 is the perfect spot for an unforgettable Anna Maria Island getaway. Located directly across Gulf Drive from the beautiful Gulf of Mexico, this stylish 2-bedroom townhome puts you just steps from the beach and within easy walking or biking distance of local restaurants and attractions....

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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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$203
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 16 miles to Boca grand Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community are like nothing else you’ve seen in Southwest Florida. You will enjoy a stunning resort style pool featuring gradual entry and lap lanes. A...

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Featured review

"Beautiful condo"

Lovely 2 bedroom, beautifully decorated. 2 bath condo over looking the golf course. Nice corner location.. Quiet. The condo had everything needed for an extended stay. Pool is within walking distance .Gated...

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$117
avg per night
Special Offer
Treasure Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
24 reviews

Key Amenities

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

About this property

THE PERFECT SUNSET BEACH ESCAPEIf you're dreaming of breathtaking sunsets, soft white sand, and the calming sound of waves just outside your door, this Gulf-front condo on Sunset Beach is the ideal coastal retreat. Located directly on the Gulf of Mexico with direct beach access, it offers a relaxing...

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Featured review

"Memorial weekend"

We had the most relaxing time in this condo. The sunset views were beautiful, easy walking access to the Gulf. Short distance to Ka'tiki and Caddy's. Also very quiet part of Sunset beach. The condo was...

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$245
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to Coral Beach

Key Amenities

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

About this property

The Villa Sweet Mailin is located in the southwest of Cape Coral in the popular area of ​​Beach Pkwy.Thanks to the south-facing terrace, you can enjoy the Florida sun all day at the large pool with a wonderful view of the wide canal with boat access to the Gulf of Mexico. The villa offers 3 bedrooms...

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Featured review

"Just as advertised️"

Would definitely stay again, a very lovely property with amazing views and high end furnishings, etc.Everything provided, everything you needed in the kitchen, no shortage of paper towels, toilet...

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$203
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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$333
avg per night
Fort Myers Beach Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Luxurious complex (Creciente) is being restored to like new complex following Ian! The unit is on the 3rd floor overlooking the Gulf! Furnishings are top shelf, with almost the entire interior updated and new. Situated accross the street from Santini Plaza, where you have access to stores and restaurants,...

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$196
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
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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$291
avg per night
Clearwater House
Sleeps 10, 5 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

- Heated Saltwater Pool (8+ ft deep) with lounge chairs & covered lanai - 5 Bedrooms / 3 Baths – sleeps large groups, perfect for 2–3 families - 3 King Suites + fun bunk rooms for kids - Spa-Like Owner’s Suite with soaking tub & rainfall shower - Game Fun – ping pong,...

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Featured review

"Great multi family house!"

Perfect house for 3 families (each couple had a king bed plus a boys bunk room and girls bunk room). Well equipped kitchen and beach gear was nice as well! Kids LOVED the heated pool, it was a highlight...

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$361
avg per night
Naples House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 6 miles to Naples City Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Positioned on one of the largest lots in Glen Eagle, the house has over 2,300 square feet living space, enough for the entire family! The house has 3 bedrooms and 3 full bathrooms, spacious living room, separate dining room. The kitchen has granite counter tops with large island and breakfast bar. The...

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Featured review

"Hidden Gem!"

"We had a spectacular seasonal stay at this beautiful, large home! The spacious layout was perfect for our group, giving everyone plenty of room to spread out and relax. We actually rented seasonally for...

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$182
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to The Villa Enterprise! Our stunning location right on Memory Lake is the perfect spot for a relaxing getaway. With an electric heated pool and spa, as well as a large patio for entertaining or simply soaking up the sunshine, you'll never want to leave. The electric fireplace, equipped for...

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Featured review

"Perfect getaway from Ohio winter."

Property was spotless and spacious. Hot tub and pool were a plus! Would recommend this house to anyone. Very nice property!

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$197
avg per night
New
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A few things that make Martinique South Unit 306 special: Holmes Beach on Anna Maria Island - Beachfront Community swimming pool and spa Community elevator, gas grills with picnic tables for outdoor dining Community laundry on each floor Professional linen services Complimentary WiFi Beach chairs,...

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$276
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the north end of Holmes Beach close to shopping, restaurants and trolley stops. Best of all, this unit is within walking distance to the white sandy beaches. Amenities also include heated pool,...

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Featured review

"74th Street"

This is a great place to stay! Easy walk to the beach. Super nice rental. Seabreeze was responsive to all questions and concerns.

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$218
avg per night
Indian Rocks Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

Oceanfront Views | Private Elevator | Heated PoolALERT: The pool will be resurfaced at this property from mid-September to mid-October 2026. During this time it's possible there will be a pool closure and construction impacts including noise. Dates are subject to change with no notice, please...

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

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your island retreat in the heart of Holmes Beach, Florida. This pet-friendly property offers a light-filled, thoughtfully laid-out interior that blends coastal charm with everyday comfort, perfect for your vacation getaway.The main living space features an open-concept design with warm...

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$276
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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$230
avg per night
Last Minute Deal
Treasure Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Land's End is a tropical gulf-front paradise situated on 14 acres of lushly landscaped grounds. The ten 4-story buildings have Mediterranean architecture. This exclusive resort is surrounded by water on three sides. The Gulf of Mexico on the west joins the peaceful Intracoastal waters on the east....

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Featured review

"Condo accommodations were great"

This Condo is in great shape, close to the beach, nice and quiet,great place to get away and enjoy the Gulf Beaches, a very nice pool, and hot tube.

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$175
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Step into island luxury at this beautifully renovated 2-bedroom, 2-bath vacation retreat, perfectly situated just across the street from the white-sandy shores of Bradenton Beach on Anna Maria Island. Located on the lower level for easy access, Margaritaville at Runaway Bay 137 is a light, bright, and...

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$162
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 House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your perfect Florida getaway! This spacious and inviting home comfortably sleeps up to 10 guests, making it ideal for families and groups. Kids will love the custom bunk bed room that sleeps 4, while adults can relax knowing there's room for everyone to spread out and unwind.For your...

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$225
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
105 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to sunny Florida and enjoy your own private retreat in Bradenton. This beautifully remodeled 3-bedroom bungalow combines the comfort of home with the fun of a vacation getaway — featuring a private saltwater pool, spacious indoor living areas, a family-friendly game room, and a convenient...

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$209
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Come and enjoy our private family home, located directly on the Gulf of Mexico. Remodeled condo has a family room, dining room, washer /dryer and a full kitchen with granite counter tops, with beautiful views of the Gulf.You can also enjoy a panoramic view of the beach and bay from the open air rooftop,...

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Featured review

"You are REALLY going to love this place!"

I agree with VIcki W's review from last year. We almost don't want to share with anyone just how fantastic this place is. We want to make sure it is open for us to stay again. We have stayed at MANY places...

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$237
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to your perfect Naples getaway at Regatta at Vanderbilt Beach—a highly sought-after terrace-level condo with coveted western exposure overlooking a lush tropical waterfall pool. The new owners are thoughtfully refreshing the space with soft coastal paint tones, breezy décor, and vibrant,...

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$327
avg per night
Last Minute Deal
Fort Myers Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Fabulous newly renovated end unit condo featuring 3 Bedrooms, 2 Bathrooms, and a full view of the marina from an enclosed lanai. Condo is equipped with a king bed, queen bed, and 2 twins, so there is no need for your guests to sleep on a sofa! Condo has new flat screen tv's (living room and master...

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Featured review

"Beautiful!"

This unit and the property are beautiful! Everything went smoothly during our stay. The property was clean and well maintained. We will definitely consider returning to this complex and specifically this...

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$205
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 35 miles to Naples and Vanderbilt beech

Key Amenities

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

About this property

Experience luxury living in this exquisite Diangelo II second‑floor residence, perfectly situated within the prestigious Ave Maria National Golf & Country Club. This beautifully furnished 2‑bedroom, 2‑bathroom plus den home offers both a sleeping option and dedicated office space — ideal...

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Featured review

"Our stay at the National"

We really enjoyed our time at the National and in the town of Ave Maria. The golf course was well run and it is really a very nice course. Our condo owned by Ashok, was clean, comfortable and in a great...

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$115
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 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, a 4-bedroom, 4 full bath, and 1 half bath pet-friendly canal-front retreat designed for unforgettable stays. With beautiful water views and space for families, friends, or fishing trips, Yacht Sea the perfect...

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$668
avg per night
New
Cape Coral House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Swaying Palms Relaxed Comfort in SE Cape CoralGet ready to unwind at Swaying Palms, your stylish and sun-soaked getaway in the heart of SE Cape Coral. This spacious 3-bedroom, 2-bathroom pool home offers everything you need for a fun-filled family vacation, a couples' retreat, or a...

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$271
avg per night
Manasota Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Private

Key Amenities

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

About this property

** We received a recent cancellation for this upcoming season- Jan 1 into April 2027** Changes in Latitude is a 2 bedroom, Gulf front, ground level condo with a beautifully remodeled master suite. The complex offers a large heated pool, beautifully landscaped grounds, covered parking, boat slips and...

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$367
avg per night
New
Siesta Key Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Step into effortless luxury with this two bedroom, two bathroom villa, thoughtfully designed for both comfort and style. The spacious layout features two inviting bedrooms, including a serene primary suite with a king-size bedroom set and a second bedroom furnished with a queen-size set—perfect...

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$189
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Tiger Tail Marco

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...

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$114
avg per night
New
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Salty Starfish! This 4-bedroom, 2-bath pool home offers everything you need for an unforgettable vacation. Conveniently located in Cape Coral near Downtown Fort Myers. It’s just a short drive to Fisherman’s Village in Punta Gorda, 25 minutes to PGD Airport, and 35 minutes to RSW....

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$257
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Distance to beach: 10 miles to Tigertail Beach, Marco Island

Key Amenities

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

About this property

FULL GOLF MEMBERSHIP IS NOW AVAILABLEAug-Oct 2026 $4.2k/mo Nov 2026 - Apr 2027 N/A May 2027 $8k/mo ask about other monthsThe social member benefits are included in rental fee, full golf rental membership is available for an additional fee per Eagle Creek Golf and Country Club rules (currently...

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$278
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

Island Dream is your perfect coastal escape. This spacious 4-bedroom, 4-bathroom coastal retreat with a fully equipped kitchen and a stunning backyard perfect for outdoor entertaining. Ideally located near the beach, shops and restaurants, it offers the perfect blend of comfort, convenience and relaxation.Step...

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Featured review

"Awesome home!!"

The house and all the amenities were perfect!! The kitchen, dining area, bar seating at island and being open to family room was really nice!! The bedrooms were spacious, having own bathrooms was great...

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$365
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Very comfortable 2nd floor unit with washer and dryer. Enjoy the tropical breeze and view from floor to ceiling sliding doors. The Master bedroom has a luxurious King size bed and the guest has a very comfortable Queen size bed with lovely beach decor.Bring your boat or rent one for a day as the...

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$260
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.