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Florida Gulf Coast Vacation Rentals

(3919 rentals)
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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$643
avg per night
Cape Coral Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous waterfront 2-bedroom condo in downtown Cape Coral!*** NEW LISTING! ***Background check required by HOA, minimum rental period is 30 days. See below for details.Experience Cape Coral like a local in this 2-bedroom condo 2 minutes from downtown Cape Coral! The space features a king...

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Featured review

"Nice condo, great location"

2 Bedroom, 2 Bath Condo located on the waterway with a pool. Close to downtown restaurants and bars. Very quiet. Burrowing owls up the street. Loved it.

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$110
avg per night
Bradenton House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Ready to unwind and relax? Welcome to “Sunshine Villa” a hidden gem just 2 miles from the beaches on Anna Maria Island. This property is located within Flamingo Cay, a quiet peninsula community of 150 homes. This boating "Key West" style community is located within biking distance...

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$319
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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$213
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lease this luxury Birkdale, 2-bedroom, and 2-bathroom, of the Terrace Condominiums; located at the beautiful secured and gated Heritage Landing.Heritage Landing is a brand-new Golf Country Club Community in Punta Gorda, Florida. Current amenities are an 18-hole golf course, high end gym, yoga room,...

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$122
avg per night

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Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples

Key Amenities

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

About this property

This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2, chaise...

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$600
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Sand By MeThis four bedroom and two bathroom villa situated in the highly desirable SW Cape offers great luxury and amenities. The home is centrally located to shops, restaurants and the Pelican Soccer Complex as well as Baseball Field and Parks. Enjoy the perfect set up for Florida living! This...

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Featured review

"Our Naples stay was near perfect."

We stayed at the Corrals on Celeste Dr. the a pool and hot tub were perfect. The grounds had several picnic areas and the facilities were very well kept.location was great for dining and going to all the...

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$158
avg per night
Englewood Condo
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the...

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Featured review

"Dream Come True!"

Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has...

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$170
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 feet to Located on a private beach

Key Amenities

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

About this property

Located at Sanibel Harbour, Condo 431 in The Bayview Tower is the perfect get- away spot for relaxing at the beach and pool and enjoying all that the Florida Gulf coast has to offer.The unit was recently fully renovated including new easy gliding lania terrace slidersWatch the dolphins and...

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Featured review

"Birthday weekend"

Great accommodations, VERY clean, Quiet, comfortable beds, beautiful view!!! 5 stars!!! Wonderful host!!!!

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$354
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

World Tennis Center is just minutes to beaches, dining, shopping and cultural venues in Naples. It offers 16 tennis courts, pro shop, 2 pools, clubhouse, sauna, gym and much more! This almost 2,000 square foot single-family home offers 3 bed and 2.5 baths. Home features new tile floors, new Karastan...

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Featured review

"Perfect place to stay in Naples"

The house was perfect, fully stocked with all you need, including things that most places don't stock, like water cooler, olive oil, napkins, garbage bags. We felt right at home in this comfortable house...

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$282
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Barefoot Cove, the enchanting villa where your dream vacation becomes a reality! This charming property has been a longstanding favorite for travelers seeking a unique and welcoming atmosphere. With a strong focus on comfort and relaxation, you'll find that this home has everything you...

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$295
avg per night
New
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This bay front condo offers expansive views of the bay, starring dolphins, manatee, birds and more. Our spacious two bedroom two bath condo offers all the comforts of home with a full kitchen, laundry and TVs in every room.The master bedroom and balcony look directly out over the bay. Guests can watch...

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$225
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

When it's time to run away— to escape to a tropical island oasis where the bright sun is shining and the gentle sea breezes are endless— then it's time to book a stay at Runaway Bay 117. This cozy coastal hideaway is tucked within one of the most exclusive Anna Maria Island communities...

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Featured review

"Great location!"

We've been on Ana Maria Island before; it's a lovely area. This was a great location for us and the management was very prompt and considerate whenever we contacted them. Thank you so much!

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$130
avg per night
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Harbor Isle Fir. This Outstanding Penthouse condo is in the gated community of One Particular Harbour. Enjoy spectacular sunrise and sunset views. This luxurious property is located only minutes, less than a mile from the powdered sand beaches of Anna Maria Island. This property suffered no...

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Featured review

"Habor Isle"

The condo was great, glad it had 3 bathrooms and 3 bedrooms. The property is close enough to the beach without much problem. Also enjoyed the pool and amenities at the resort.

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$300
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy our third floor upgraded apartment with new wood plank flooring, including on the lanai, new leather couches with queen sleeper in the living room, upgraded baths, and a collection of movies on DVD and VCR. The stereo can play an iPod, CD’s, radio and even a cassette.Bring your boat...

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$259
avg per night
Bonita Springs House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Welcome to your dream vacation home! This luxurious 4-bedroom, 3.5-bathroom villa is the perfect blend of comfort, style, and outdoor living. Situated just steps away from the picturesque Imperial River, this spacious villa offers everything you need for a memorable stay, whether you’re here for...

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$726
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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$319
avg per night
New
Ave Maria House
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Distance to beach: 25 miles to Vanderbuilt

Key Amenities

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

About this property

Enjoy your home away from home at the National at Ave Maria, playing golf and swimming in your private pool. Our home is an oasis, primed for a relaxing long-term stay with all of the amenities and comforts of a well-appointed, luxury home.Enjoy living outdoors, relaxing by the firepit or plunging...

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

Key Amenities

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

About this property

Great location! Enjoy the best of Marco Island from this beautifully 2-bedroom, 2-bath condo. Just steps from the beach, you’ll have easy access to sun, sand, and stunning sunsets.This bright and comfortable space has everything you need for a relaxing stay, whether you're here for a weekend...

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Featured review

"Sands of Marco"

The condo was perfectly situated on the island. It was updated and tastefully decorated and was extremely comfortable. The beach was across the street and the pool was steps away from our condo. The owners...

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$234
avg per night
Cape Coral Estate
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Yacht Club public beach

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Escape to our modern 3-bed, 2-bath waterfront getaway in Southeast Cape Coral, Perfect for up to 6 guests, this beautifully situated Gulf access home, nestled in a quiet, yet convenient neighborhood features an open-concept design, easy access lanai and grill, and a dock. Panoramic canal views from the...

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$84
avg per night
Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
18 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fabulous Beach Condo! DIRECT WATERFRONT!! Enjoy our Newly Renovated 1 bedroom, 1 bathroom fully appointed kitchen. Located RIGHT ON the intra coastal and across the street from the Beautiful Gulf of Mexico!! 1st Floor and out the door to relax on the private patio and watch the boats go by and catch...

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Featured review

"Relaxed vacation"

Lovely newly renovated accomodations, slept great on the King size bed. We brought beach accessories but no need, the host provided chairs, small cooler, umbrella which was a nice touch. We enjoyed the...

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$180
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Azul is a fully-updated 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, this unit is only a few short steps to the white sandy beaches. This villa has a fully-equipped kitchen,...

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Featured review

"Beautiful place - Highly recommended!!"

This is a great condo!! Full kitchen, washer and dryer IN unit, comfortable bed and beautiful natural light throughout. Only a 2 minute walk to the Gulf beach, Walgreens and Public. 2 parking spots are...

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$186
avg per night
Fort Myers Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom
8 reviews

Distance to beach: 0.0 miles to Gulf of Mexico

Key Amenities

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

About this property

Estero Beach & Tennis Club (and now also pickleball) is on the south end of the island. Far enough from the bustle of downtown, yet a short trolley ride to the restaurants, bars and shops in the center of town. Conveniently close to a Publix grocery store and gas station on the island. Across the...

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Featured review

"Excellent Estero"

Estero Beach and Tennis Club is a terrific place to stay. 7 days was barely enough. 1108 Building B, the unit looked fresh and inviting. Updated lately, it's a comfortable unit with fantastic views of...

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$154
avg per night
Special Offer
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 30 feet to Turtle Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Are you ready to stay directly on the water? The sunsets are beautiful and the Gulf is so refreshing. We look forward to hosting you and your guests!Within just a few feet of the shore, our condominium home features a well equipped kitchen with granite counter tops, luxury vinyl flooring, a leather...

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Featured review

"Heaven on Earth"

Wonderful unit it was so well stocked and all accommodations we very good. we had brought a boat and everything needed was there. great vacation spot . Will come back again.

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$261
avg per night
New
Naples Condo
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Distance to beach: 0.3 miles to Morrings

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Experience timeless elegance at $35,000/month in-season in the prestigious, gated enclave of Hemingway Place. Perfect for hosting family and guests, this luxury estate features King beds in all four spacious bedrooms, plus a versatile den equipped with two twin beds. The dramatic interior showcases a...

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$710
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

High demand, upgraded, first floor, corner unit which sleeps 6 features a king, twins and sleeper sofa. The south end offers plenty of privacy and direct beach access. The washer and dryer is included by the kitchen. Unit has comfortable furnishings for families or couples and lovely tile throughout....

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Just a block and a half from the beach, this bright and airy elevated pool home offers the perfect blend of relaxation, comfort, and coastal convenience. With 3 bedrooms and 3 full bathrooms, this spacious single-family retreat is thoughtfully designed for both families and groups looking to enjoy beachside...

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$326
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
Fort Myers Condo
Sleeps 3, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Beautiful Renovated spacious 2nd floor unit! The condo offers a 1 Queen size bed, 1 Queen size pullout sofa, and a well equipped kitchen. It offers cable tv, and super fast WIFI. Enjoy the evenings on the lanai watching the amazing Florida sunsets. The Residence has everything you need when it comes to...

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Featured review

"Fantastic rental"

We had everything we needed . Enjoyed our stay and it was very well furnished. Checking in was easy and knowing that it was gated made us feel very secure. Both indoor and outdoor parking made it easy to...

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$100
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Partial Ocean Views | Cozy Furniture | Resort-style AmenitiesCozy Beach Cottages condo located directly on the beach in Indian Shores with partial ocean views. This comfortable coastal retreat features inviting furnishings and a well-equipped kitchen, creating the perfect home away from home. Situated...

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$142
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to your home away from home!Our 12th floor 2 bedroom/2 bath condo is unique to all of Bay Harbor Club. Our living and dining room areas were expanded when the buildings were constructed, offering more interior living space.There is always a breeze on our beautiful, screened lanai where...

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$193
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Cozy SW Cape Coral Retreat with Pool, Hot Tub & Garden View - Sleeps 6 | 3 Bedrooms | 2 Bathrooms- 1 King Bed + 2 Queen Beds- TVs in Master & Living Room- Family-friendly with baby crib & high chair- Utilities includedWelcome to your relaxing getaway in one of the most...

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$225
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Barefoot Beach

Key Amenities

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

About this property

Bonita Village is a luxury gated condominium community located in beautiful Bonita Springs, Florida just minutes from some of the best beaches in the world. With both our large Resort Pool and tranquil Quiet Pool, relaxation is all but guaranteed! Fancy a workout? Our Island House Clubhouse offers a state-of-the-art...

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Featured review

"Perfect Atmosphere"

Spent two weeks in Bonita Village condo and didn’t want to leave. Friendly guests, owners and staff made us feel welcome. Pool and bar plus 5 minute shuttle service to Barefoot Beach make this an ideal...

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$261
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Tropica Oasis Getaway Where Relaxation Meets Paradise! Welcome to your serene escape in beautiful Heritage Landing, Punta Gorda, Florida! Our Tropical Oasis Getaway is perfect for families or friends seeking a relaxing retreat in a picturesque setting. Property Highlights: 3 Bedrooms, 2 Bathrooms:...

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$176
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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$670
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Relax at this beachy pool home in SW Cape Coral featuring a private pool and peaceful outdoor space for enjoying the Florida sunshine.Ideally located near shopping, dining, Sun Splash Family Waterpark, and Cape Coral Beach.The space This beachy Cape Coral home offers a comfortable open layout...

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$166
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover your perfect coastal getaway in this beautiful 3-bedroom, 2-bath Venice home with a private swimming pool. Located just 5 minutes from Nokomis Beach, Venice Beach, and world-famous Siesta Key, this serene retreat offers the ideal blend of comfort and convenience. Enjoy open living spaces, a modern...

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$225
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 5 miles to Naples Downtown and Pier

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to paradise in our luxurious vacation home! Located just 5 miles from downtown and Naples beaches, our vacation home offers the perfect blend of convenience and tranquility.Enjoy breathtaking lake views right from the comfort of your own private oasis. Our lake view with its fountain adds an...

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Featured review

"Magnificent! What a lovely home."

Located in a gated community, this home was more than we had imagined. The home has very spacious rooms. The kitchen had every necessity covered. The master bath is luxurious with a walk in shower, large...

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$236
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Fisherman’s Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on all of Siesta Key. You could throw a tennis ball into the gulf from this Siesta Key beachfront condo! Located at Turtle Beach on...

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$259
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Cape Coral

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd floor condo in The Downtown Entertainment District on The Malaga Canal! Beautiful water views! Great breeze that comes through the screen door. Watch dolphins & manatees go by! Heated pool overlooking the canal. Unit is in the center of the complex with a private stairway entry. It has...

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$136
avg per night
Anna Maria Island Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

35 Steps to the Sea at Runaway Bay 112 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen...

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Featured review

"Fantastic vacation all around"

This was a very nice condo. Clean and well kept. Very close to the beach and to the pool. Location was everything we wanted. Walking distance to restaurants and the heart of town. Great food, great people....

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$130
avg per night
Indian Rocks Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Indian Rocks Beach- 2 minute walk

Key Amenities

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

About this property

Book EARLY to secure your vacation! Rare high season opening at this waterfront beach home — walk to Indian Rocks Beach and enjoy private dock access! Welcome to your private coastal getaway! This fully renovated 3-bedroom, 2-bath single family home is perfectly located on the Intracoastal Waterway—just...

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$300
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently updated, is centrally located on Holmes Beach and is only steps from the sparkling gulf waters and white sandy beaches. New floors, new furnishings and decor - this place is your...

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Featured review

"Tropical Sunset #1"

Location is where it's at! Close to everything, yet on a quiet street. We had a great time celebrating 5 years post cancer! Loved the Island and everyone on it. We didn't want to leave! Loved the way...

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$210
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 20 yards to Ft Myers Beach

Key Amenities

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

About this property

Bright Remodeled Condo • Private Lanai • Heated Pool • Sleeps 6Escape to a bright, sun-filled 2-bedroom, 2-bath corner condo designed for relaxing beach vacations with family and friends. With abundant natural light and a private lanai, you'll have the perfect spot for morning...

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$271
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 5 miles to Bonita Beach

Key Amenities

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

About this property

Quiet property located in Bonita Bay gated community overlooking lake, golf course, and tropical preserve. Wild Pines is noted for its tranquil setting, convenience to shopping and restaurants, and unique availability for weekly rental in Bonita Bay. For these reasons and more, our Wild Pines condo has...

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Featured review

"Comfortable and relaxing"

This condo met every requirement we had for a laid-back getaway for my husband and me. The bed was comfortable, the layout was efficient, the neighbors were quiet and respectful. We enjoyed sitting by...

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$193
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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$318
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...

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Featured review

"Wonderful condo"

This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....

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$607
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 200 feet to across street

Key Amenities

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

About this property

2 bedroom gorgeous condo overlooking Siesta Key Beach and Gulf of Mexico. Complex with large community pool, sauna, covered parking, secure gated area. Gas grills, party room, beautiful property. 2 full bathrooms with granite walk in showers and basin, etc. King bed in master with ensuite full bath,...

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Featured review

"Perfect winter escape"

The view onto the beach is spectacular and relaxing. Easy to get to all services and attractions by walking, biking, or free buses. We will be back.

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$213
avg per night
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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$149
avg per night
Anna Maria Island Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The View at the Bradenton Beach Club offers panoramic views of the Gulf of Mexico and beautiful beaches from the living room, primary suite or private screened balcony. The condo is part of the Bradenton Beach Club that provides the very best in vacation accommodations. Amenities at the BBC include two...

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$401
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.