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Florida Gulf Coast Vacation Rentals

(3851 rentals)
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Gorgeous gated community condo with resort style pool and hot tub in the highly desired Heritage Pointe. The unit is on the 3rd floor and has an elevator. The unit is a short walking distance to the pool and fitness center. Lake views from inside the condo. King bed in the master and queen in the 2nd...

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Featured review

"Vacationing couple"

Very nice condo with all the essentials for a great vacation. Clean, well equipped, close to beach, felt secure, responsive host. All one could ask for.

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$70
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please do NOT call but send an email instead!!!Gulf access** On Lake Finisterre** southern rear exposure** heated pool (electric)** built in 1995 but remodeled in 2008** quiet location, minutes to Cape Harbour and Tarpon Point** Wi-Fi** 3 bedrooms (all have king beds)** two bathrooms plus pool bath**...

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Featured review

"Good stay"

Good venue for a family vacation. Place was clean, no beach but good location. We will visit again. Price was right on. Thank you for a great vacation.

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$200
avg per night
New
Bonita Springs Apartment
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Unwind in Bonita Springs at this fabulous duplex. With two cozy bedrooms featuring queen beds, guests find plenty of space to relax after a day of exploring. The bathroom includes a bathtub and a hair dryer for added comfort. Climate control keeps the space just right. This delightful retreat offers a...

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$123
avg per night
Siesta Key Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to paradise on Siesta Key! This charming 2 bedroom/2 bath condo is just steps from the award-winning white sands of Siesta Key beach. Enclosed patio. Enjoy the refreshing pool and amenities like tennis and grilling. WIFI. No pets. Sleeps 4 (1 King, 2 Twins). 2-week minimum. Check in: 15:00 - 23:59 Check...

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$126
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Lowdermilk beach and others

Key Amenities

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

About this property

Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...

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Featured review

"Great Home, Location and View"

Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed

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$357
avg per night

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Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious and beautifully furnished 3-bedroom, 2-bath condo in Venice, FL—just 3 miles from the beach!The condo offers everything you need for comfort and convenience:- A fully equipped kitchen with cookware, dishes, utensils, and a beverage fridge. - A primary suite with a king-size bed,...

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$96
avg per night
Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

PHOTOS ARE ACCURATE, unit reconstruction is COMPLETE Welcome to this elegantly furnished 2-bedroom, 2-bathroom condo offering serene Intracoastal Waterway views and direct access to your vehicle from the ground floor. With stylish décor, modern amenities, and a peaceful location in Indian Rocks...

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$167
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

This condo has been completely renovated, with no expense spared by the owner! It's a coveted corner unit boasting additional square footage. A full-sized washer and dryer are included within the unit. Experience a unique view from the master bathroom shower, which features a one-way glass window....

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Featured review

"Totally perfect"

So clean , everything was really beautiful , nice sheets , and enough towels . Stunning view . Easy acces to the beach with everything you need for it . We had a wonderfull time and hope we can stay...

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$322
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover refined living in this elegant Logan Woods residence, offering the perfect blend of privacy, comfort, and modern convenience. Nestled on a serene, oversized property, this home invites you to unwind on a spacious back patio featuring ample seating, a fire pit, and tranquil views of local wildlife.Designed...

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$150
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to 128 Sweet Tree! Close proximity to Lakewood Ranch, Sarasota, Tampa, and Gulf Coast Beaches Private Screened in Heated Pool/Spa Social Membership Available Fully stocked kitchen for all of your favorite home cooked meals Smart lock for Self Check-in Queen or larger beds and TVs in...

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$199
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This beautiful home, newly constructed in August 2023, is located in the stunningly beautiful Heritage Landing Golf and Country Club resort in southern Punta Gorda, FL.At 2110 sq ft, this expansive home boasts the largest living area of all condo floor plans in this community! The space is tastefully...

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Featured review

"A slice of heaven!"

Gregg and Laura…thank you again for sharing your slice of heaven with us! You have a beautiful condo with every amenity a person could ask for and then some! The attention to detail throughout the condo...

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$124
avg per night
Englewood East House
Sleeps 12, 5 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

To see PRICING and AVAILABILITY go to Lemon Bay Vacation Rentals. comA beautiful 2 story 7500 sf home on the Myakka River that is suitable for a large family gathering, multiple families or couples to share or a corporate retreat. This home is in a very quiet area but is close to everything. This...

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$500
avg per night
Nokomis House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Set within the heart of north Venice , escape to your sunny sanctuary at Vicenza. This home has 1680 sq feet of updated living space...four bedrooms and two baths. It is your retreat to paradise.Step outside to your semi covered lanai, complete with a private salt water pool, spa, built in bar, tv,...

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$153
avg per night
New
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

STR #-R260422Wake each morning to the gentle sound of waves rolling onto sugar-white sand, spend your afternoons with your toes in the Gulf, and end every day watching another unforgettable Southwest Florida sunset from your private screened lanai. Perfectly positioned on the quiet southern end of...

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$161
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from the living room and Master bedroom. Amazing views of Beach, Pool, Pond and downtown Sarasota.This is a very popular floorplan at Beachplace. You have spectacular views of the beach and...

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$230
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool

About this property

Welcome to the beautiful Bonita Beach Club, an exclusive beachfront property located in sunny Bonita Springs, Florida. This private community is ideally-positioned in a peaceful and gated enclave at the north end of Little Hickory Island. This resort style community, of more than 7 acres, includes lush...

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$429
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Experience pure bliss at "Botanika" in Bonita Fairways Golf Club Community! Only a few minutes' drive to the stunning Gulf coast beaches. Located in a luscious nature preserve with an abundance of lakes, this luxury condo is fully furnished in modern decor with a touch of coastal charm....

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Featured review

"Beautiful condo"

The condo was in the perfect location for us, close to shopping, the beach and our friends. Upon arrival the condo was pristine and well appointed for any needs! We met our landlord Christina who was super...

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$108
avg per night
Marco Island Apartment
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

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

About this property

This stunning oceanfront condo at the sought-after Tradewinds Condominium is the perfect vacation retreat. With very few oceanfront, direct beach access condos on the island, this is your chance to experience luxury living by the Gulf. Our recently renovated condo is designed to provide a high standard...

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$139
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

SUPER PET FRIENDLY – DECEMBER, JANUARY & MARCH 2026 STILL AVAILABLE!! Your Perfect Family Getaway Starts Here! Welcome to your ideal vacation rental in beautiful Ave Maria – the perfect escape for families, golf lovers, or anyone seeking resort-style comfort without the resort price tag....

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$150
avg per night
Cape Coral Villa
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

PLEASE do not call but send an email instead! You will get a quick answer. Thank you!Riverfront home in the Yacht Club area of Cape Coral.HIGHLIGHTS:Prime location on the river New construction, fully completed with furniture and tiki hut in 2025 Spacious and bright new home with high ceilings...

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$450
avg per night
New
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Wake up to breathtaking views of the award-winning Siesta Key Beach from every room in this stunning, updated two-bedroom, two-bath condo. Designed for relaxation, this bright and airy retreat features an open floor plan, neutral tile, and an abundance of natural light. Step onto the screened-in lanai...

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$103
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy seasonal living in this brand-new, first-floor 2 bed + den / 2 bath home, located directly on the 10th tee of the Nicklaus Design course at Webb’s Reserve Golf & Country Club.Easy access with no stairs thanks to its convenient first-floor location.Outfitted with luxury home-grade...

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$150
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 7 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Villa Allegra has been newly renovated and furnished in 2012 and has room for six people with three bedrooms and two bathrooms. Also, the living and dining area, and a bright typical American kitchen are perfectly equipped.The most beautiful is the stay on the spacious pool terrace, which invites...

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Featured review

"Pleasant winter getaway"

We enjoyed our stay at the house. It was clean, comfortable and had many amenities to use. The pool was wonderful and the colorful lighting made it fun to swim at night. The only downside was the television...

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$131
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

The house is a bright, open floor plan, 3 bedroom, 2 bath home near the Siesta Beaches. Within a 15 minute drive are numerous golf courses, Benderson rowing facility, many very good locally owned restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community...

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Featured review

"Like your home away from home"

This was our second year staying here. It's like a Goldilocks house...Not too big, not too small, it's just right! Like a favorite pair of slippers, it truly feel like home. It is very close to beaches...

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$206
avg per night
St. Pete Beach Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Distance to beach: 100 yards to Upham Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy one of the best views in St. Pete Beach with Special Fall monthly rates available! This 2 bedroom, 1 bath, third floor walk up condo, with a fully equipped kitchen, accommodates 5 guests. There is a large bedroom that opens directly to a private roof top porch that overlooks the Gulf and is...

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$146
avg per night
Treasure Island Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your personal slice of paradise at South Beach Condo #403. This one-bedroom, one-bath Gulf-front condo offers everything you need for a relaxing escape—plus unbeatable views of Treasure Island Beach from your private balcony. Sleeping Arrangements - Master Bedroom: King bed - Living...

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$158
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover the perfect retreat on picturesque Venice Island in this inviting second-floor, two-bedroom, two-bath condo. Ideally located, you’ll be just a short stroll or bike ride from pristine public beaches, Sharky’s on the Pier, the fishing pier, local golf courses, and the charm of Historic...

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$116
avg per night
Siesta Key Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come stay and relax on Siesta Key! Home of the #1 Beach in USA. Award-winning white sand beaches await. Beautiful first floor, 1 bedroom w/den in Bayside community of Bay Oaks. 3 TV's. Sleeps 4 (King in master bedroom, den has a twin bed and living room has a sleeper sofa. Complex offers swimming...

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$100
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 3 miles to Vanderbilt Beach

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the few areas in Naples that allow tenants to have up to two pets of any size! We have two other nearly identical properties!...

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Featured review

"Great Place, Great Location"

We stayed here for 3 weeks. The condo was as described. Everything we needed was there and the house was clean. The complex has a great club house, work out facility and large pool and hot tub. The...

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$91
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Stunning corner Carolina unit professionally decorated and fully stocked with everything you will need to enjoy your dream golf vacation. Breathtaking views of golf, lakes, and the iconic Town of Ave Maria. Watch Western sunsets while sipping your cocktails on the spacious lanai. King, Queen and Queen...

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$210
avg per night
Naples House
Sleeps 6, 4 bedrooms, 3 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This spacious holiday villa in the exclusive and secure 'Briarwood' community, offers comfortable space and privacy for up to 6 people with 4 fully equipped bedrooms and 3 bathrooms.The beautiful private pool and terrace area (south-west) has a gas grill and is fully equipped with a screen...

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Featured review

"Wonderful stay"

"We had an absolutely great time in this vacation home! The location was perfect, the amenities were modern and cozy, and the surroundings were simply beautiful. We felt completely at home and can wholeheartedly...

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$247
avg per night
St. Pete Beach Condo
Sleeps 4, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This premium Gulf Front unit offers direct, unobstructed views of St. Pete Beach from a private beachfront balcony. Positioned to face the shoreline head-on, it's your front-row seat to dazzling sunsets, gentle waves, and the rhythm of coastal life. Inside the Condo - One-bedroom suite with two...

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$231
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This stunning 2 Bedroom, 2 Bath Beach Front condo is located in the South Seas community and features a spacious balcony. It offers panoramic views of the beach. The condo has recently updated bathrooms and kitchen. The master bedroom is furnished with a king bed, TV, and DVD player, while the guest bedroom...

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Featured review

"Our lovely South Seas Marco Vacation"

We had an amazing visit at South Seas! We loved the wrap around balcony and stunning windows in this unit! It was clean and very comfortable! Love the beach and pool access!We will be back! Thanks...

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$204
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Beautiful Beachplace beachfront unit on the 3rd floor spectacular Gulf and beach view. Has brand new windows and doors and is an end unit in building 3 with glass sliding doors on 2 walls of the living room. This is the closest building to the pool. It has 2 parking spaces. One is covered. Beautifully...

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$174
avg per night
Fort Myers Beach House
Sleeps 8, 3 bedrooms, 4 bathrooms
2 reviews

Distance to beach: 180 yards to Fort Myers Beach

Key Amenities

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

About this property

It's Island Time! Welcome to your family’s ultimate getaway—a 3 bedroom, 3+ bath large beach home in a neighborhood with its very own beach access and bayside park with a delightful tiki. But that’s just the beginning of the adventure that awaits!Step inside and discover a haven...

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Featured review

"Wonderful time!"

A wonderful time for our group!! House worked out nicely. Pool was great. The close location to the beach was awesome. Susan was so helpful. Such a good experience. Thank you so much Susan!!

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$429
avg per night
Punta Gorda Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Sanibel, Fort Myers, Siesta Key

Key Amenities

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

About this property

Beautifully appointed first floor condo with deeded golf for sale or rent. Master bedroom with king bed and 2 walk-in closets with organizers. Large duel sink master bath with extra long step- in shower. Light and bright living and dining area furnished with a large sleeper couch and 2 auto reclining...

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$84
avg per night
New
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your relaxing retreat in beautiful Bonita Springs, Florida. This comfortable home is located in a quiet neighborhood, offering a peaceful stay with easy access to everything Southwest Florida has to offer.Perfect for families, couples, or business travelers.You’re just a short...

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$246
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beachfront corner unit features all tiled floors and new living room furniture. It offers a king bed in the master bedroom, twin beds in the guest bedroom, and a sleeper sofa in the living room suitable for children, not adults. There are flat-screen televisions in both the living room and master...

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$236
avg per night
Bonita Springs Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This property requires a 3 month rental.Enjoy this immaculate home away from home in beautiful Bonita Springs! Our 2 bedroom, 2 bath home, plus office/den is located in the Paloma Community. This gated community has a neighborhood feel with beautiful palm trees and no through traffic.The home...

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Featured review

"Lovely Villa in Bonita Springs!"

Wonderful property for a long term rental! This is our second stay at this lovely home. It is a very clean and comfortable two bedroom with a bonus office space. The lanai is great too with space for...

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$83
avg per night
Clearwater Beach Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms
2 reviews

Distance to beach: 1 miles to Clearwater Beach

Key Amenities

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

About this property

Beautifully updated with open kitchen concept to the living room. Tastefully decorated with nautical and palm theme. Very spacious 950 SQF 1 bedroom, 1 1/2 bathroom. Very large living room with 65 inch smart TV . A beautiful dining table. Fully updated kitchen with stainless steel appliances and granite...

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Featured review

"Beautiful View!"

Waking up in a newly renovated condo each day and looking out to the beautiful blue water felt refreshing and peaceful! George’s condo is spacious and totally equipped for a lengthy stay! We enjoyed...

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$112
avg per night
New
Ave Maria House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Gorgeous vacation home! Much less expensive than a hotel and way more spacious with amenities! Great for family or a couple vacation getaway w/ loads of privacy. Prepare to enjoy the quintessential Seasonal Rental Home. Stunning Napoli II model situated on lovely golf course view with a right hand view...

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$400
avg per night
Naples Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st floor condo in a great Naples central location and quiet community of the Fairways at Emerald Greens. All the attractions of the beach, Mercato and 5th Ave are all within a 10-15 minute drive. You also have plenty of shopping and dining within walking distance as well. The Fairways has a heated pool...

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$78
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

CURRENTLY BEING DECORATED - FURNISHED PICTURES COMING SOON Welcome to your personal slice of paradise at The National Golf and Country Club in the charming town of Ave Maria, Florida! Step into this beautiful 2+ Den Bromelia-style unit with social membership and split bedrooms for privacy, perfectly...

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$83
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to multiple

Key Amenities

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

About this property

Welcome to our newly renovated condo in the beautiful community of Kelly Greens. Every detail of this spacious 3-bedroom, 2 baths unit was designed to have your comfort in mind.About the unit: LIVING ROOM:  65” HDTV for family time  Cozy fireplace  Comfortable sofa with pillows...

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$109
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY! Your Exquisite Getaway on Lemon Bay Welcome to Serenity, a stunning retreat perfectly nestled on Lemon Bay, and just a 5 minute drive to the beautiful Manasota Key Beach. This beautifully designed home offers seamless indoor-outdoor living, with floor-to-ceiling windows providing...

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$650
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Flamingo Fling by Coastal Chic Vacations!- Steps to Anna Maria Island's white sandy beaches - Private heated pool - Hot tub - Private putting green - 4 spacious bedrooms & 3 bathrooms - Ground level home - Close proximity to local dining, grocery store, shops... - Beach...

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$410
avg per night
Rotonda West House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Enjoy a Florida vacation in our open concept 4BR/2bath home with covered lanai and optional heated pool. Relax in a recliner with a book, stream your favorite movie or break out a board game for some competitive fun! Take advantage of our well equipped kitchen, blend up a tasty drink, and kick off your...

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Featured review

"Lovely spacious home from home"

We had a relaxing month in this lovely villa . Laura was very accommodating and nothing too much trouble Very spacious, ideal for a family vacation . Very quiet area with beautiful beaches. Well equipped...

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$158
avg per night
Siesta Key Cottage
Sleeps 2, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 0.5 miles to Siesta Key Beach

Key Amenities

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

About this property

*Calendar month rentals only* 2026 May - November (seven-month lease) - $2000 per month plus utilities December - $3900 per month plus utilities January - $5900 per month plus utilities February & March - $6900 per month plus utilities April - $4900 per month plus utilities50% deposit upon...

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Featured review

"Excellent pet-friendly bungalow"

This studio was perfect for our 4 week stay in Siesta Key! The neighborhood is beautiful and quiet-and everyone we met was so friendly-to us and to our dog! Every day we walked into the Village-where...

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$67
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Condo Tropical Paradise-Every Day Brings a Different View...Watch the boats navigate Big Carlos Pass. Keep an eye out for dolphins and manatees as they explore Estero Bay below. From this inviting 4th-floor balcony, you'll enjoy a closer connection to the water while taking in panoramic views...

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$146
avg per night
Madeira Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Las Brisas 201, a recently renovated 3-bedroom, 2-bathroom Gulf Front condo offering 1,440 sq. ft. of coastal comfort and remarkable Gulf views from your private balcony. With sleeping space for up to 8 guests, this second-floor retreat is perfect for families or groups seeking sun, space,...

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$287
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.