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Florida Gulf Coast Vacation Rentals

(3853 rentals)
Cape Coral Villa
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Villa Tarpon Time – Gulf Access Living with Tiki Hut, Outdoor TV & Space for 10Welcome to Villa Tarpon Time, a waterfront escape designed for laid-back days, boating access, and unforgettable outdoor living. With space for up to 10 guests, a Gulf access canal, and a standout tiki hut lounge...

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$700
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come relax and enjoy this stunning 2 bedroom/2 bathroom, second level, recently updated condo at Runaway Bay. Runaway Bay is a bay front complex that is less than 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated...

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$183
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

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

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$192
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Riverside Vista, a tranquil oasis where adventure awaits with a breathtaking river view at your doorstep! This three-bedroom retreat is the ideal getaway for families and friends looking for the perfect blend of relaxation and excitement. With features such as an enclosed pool for kids, a...

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$245
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gorgeous unit with northwest view from 2nd floor lanai. Upgrades include a washer and dryer. Designer decor for the discriminating traveler.Bring your boat or rent one for a day as the boat docks are free! Your boat trailer must be kept off property and the on-site office can provide a list of...

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$262
avg per night

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Anna Maria Island House
Sleeps 12, 6 bedrooms, 4 bathrooms
4 reviews

Key Amenities

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

About this property

110 11th Street South - Bradenton Beach - FL 34217No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60...

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Featured review

"Family vacation"

The house was beautiful, lots of space to spread out with a family of 12. Location was perfect, beach on one side and bay on the other. Had everything we needed for cooking, pool, and relaxing. Pool was...

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$936
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fully stocked, well situated end unit on first floor. New appliances, bamboo and tile flooring, two TVs and everything you need for a comfortable stay. Our primary bedroom has a king size bed and the guest room has two singles.If you enjoy swimming and/or sunbathing we have the largest resort style...

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Featured review

"Would rent again."

Great location in Naples. Good size condo with extra space inside for everyone. Hugh pool. Nice washer and dryer which we needed having stayed a month.

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$65
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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$474
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience Your Private Slice of Southwest Florida ParadiseTucked away in the peaceful Palmetto Pines neighborhood of Cape Coral, this home is all about that true Southwest Florida lifestyle—sunshine, space, and effortless indoor-outdoor living. From the moment you arrive, you're greeted...

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$125
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

Surf Side Beach House – Gulf Views Hosted by Beach Retreats Vacation Rentals 6605 Gulf Drive, Holmes Beach, FL 34217 VRC19-00290 4 Bedrooms | 4.5 Bathrooms | Sleeps 8 | Heated Pool & Hot Tub This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighbors Welcome...

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Featured review

"Ideal family vacation home!"

The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally...

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$1,090
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why Guests Love It: -Just minutes to Anna Maria Island’s beaches, shops, and restaurants -Private heated pool with fully fenced yard and plenty of outdoor seating -Bright 3BR/2BA home with open floor plan, perfect for families and friends -Fully stocked kitchen, smart TVs, and beach gear ready...

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Featured review

"Spring break stay!"

The house was very clean and nicely laid out. The beds were comfortable and there was enough extra blankets and pillow for everyone. The living room layout was awesome for our larger family of 6. The...

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$177
avg per night
New
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Thinking about staying 8+ nights? The longer you stay with us, the more you save. No promo code needed - discounts are automatic!Welcome to Coral Falls, a stunning Cape Coral vacation rental designed for relaxation, comfort, and effortless coastal living.From the moment you arrive, this home...

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$225
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Bed sizes: King, King, King, Double Over Double Bunk BedYour own personal paradise awaits at Neptune's Villa! Offering the best of the Florida lifestyle, it is packed with all the amenities and extras that are essential to a truly memorable vacation.SNOWBIRDS - Thinking about staying 8+...

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$328
avg per night
Marco Island Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Stunning forever panoramic water views from this gorgeous corner penthouse nestled in the desirable Esplanade in the heart of Marco Island.This 3 bedroom 3 bath residence with fabulous vistas features an inviting open floor plan, where the main living room and dining room blend beautifully with the well-equipped...

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$250
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. This recently updated and remodeled 2 bedroom/2 bathroom condo offers beachfront views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court...

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Featured review

"Sun plaza west unit 215"

One of the best sunsets views on Ami clean well maintained condo, the grounds have been updated the tenants are wonderful we look forward to coming back every year

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$237
avg per night
Bradenton House
Sleeps 11, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to Manatee Manor, your modern 4BR Bradenton retreat just 6 miles from Anna Maria Island and 4 minutes to Robinson Preserve. Enjoy a heated screened pool, tiki bar, and fenced yard for total privacy. Perfect for families, snowbirds, and pet lovers—relax under the palms, grill by the pool,...

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Anna Maria Island House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

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$393
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Bed sizes: King, Queen, 2 Twins, Queen Sleeper SofaThinking about staying 8+ nights? The longer you stay with us, the more you save. No promo code needed - discounts are automatic! Get ready to unwind and reconnect with your favorite people at this enchanting Cape Coral retreat. Nestled in the...

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Featured review

"Great house & pool but severely deteriorated pool deck"

Nicely Renovated Open concept house in nice residential area of Cape Cotal. Close to main roads, shopping & restaurants. Lovely heated pool and large covered dining area. Only complaint is that pool deck...

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$116
avg per night
Anna Maria Island House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

VRC 107 78th street Holmes Beach 34217To Book Directly please visit: /chasing-wavesIf you are looking for something other than a 7 night stay, please give our office a call and we will do our very best to accommodate you! Beach Retreats Reservations Team:“You are vacationing in...

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Featured review

"Great Location and Clean"

We had a great week in this unit and were pleased with many things it had. I would stay there again without hesitation. A FEW issues though with the unit. A fee of $69 for linens. We rented for 10 days...

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Marco Island House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

NO LONGER AVAILABLE FOR RENT

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Indian Rocks Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Don`t miss the views from your large balcony overlooking the sparkling waters of the Gulf.Updated unit in Indian Rocks Beach, offers the best the beach has to offer. New kitchen and bathrooms. You don't want to miss this one. Close to restaurants, bars, and shopping. Easy access to 688 and...

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Indian Rocks Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Don`t miss the views from your large balcony overlooking the sparkling waters of the Gulf.Direct Gulf Front views from this 3 Bedroom 2 bath unit and sleeps 6. Large unit can accommodate all for a great family vacation. All units are private corner units with large balconies to watch the dolphins...

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Anna Maria Island House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Chasing Waves by Beach Retreats Vacation Rentals 107 78th St, Holmes Beach, FL 34217 VRC21-000089 2 Bedrooms | 2 Bathrooms | Sleeps 6 This home can park up to 2 vehicles Quiet hours at 10p-7a: please respect neighbors “You are vacationing in a residential area. Please be a good neighbor...

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$205
avg per night
Cape Coral House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Located in a quiet, upscale neighborhood, Sunset Cove Marina Gateway is a retreat that combines a convenient location with exceptional indoor and outdoor living spaces to create a welcoming vacation haven for family and friends.SNOWBIRDS - Thinking about staying 8+ nights? The longer you stay with...

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$199
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Wake up just steps from the sugar-white sands and sparkling shoreline in this beautifully updated coastal retreat. Perfectly positioned across the street from the beach, this inviting 2-bedroom, 2-bathroom condo offers the ideal blend of comfort, style, and convenience.Inside, the space feels light,...

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$178
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

AVAILABLE from April 1st 2026 !!! Minimum 1 month rent. Great location !!! Clean and neat first floor 3 bedrooms, 2 full baths unit in Coach Home. No stairs. Beautifully remodeled. Plank tile, freshly painted, new stainless steel appliances, quartz countertop, recess lights, fully equipped kitchen, two...

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North Fort Myers Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

2 + 1 bedroom home with pool , 18 hole golf course, shuffle board, tennis courts, club house. and on site restaurant . Amenities close by. Golf cart available. Large master with 5 piece washroom and King bed and walk out to pool. Second bedroom with queen bed with private bathroom access. 3rd bedroom...

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Featured review

"GORGEOUS Home with Wonderful Hosts!"

We stayed in this home for the months of January and February of ‘25, and we cannot say enough about how wonderful it was. Our hosts Mike and Kathleen, were wonderful to work with, and the home was spectacular....

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Cape Coral House
Sleeps 14, 7 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Leave the real world far behind when you vacation at this incredible waterfront escape! Ideally located in the heart of Cape Coral, it offers canal front living at its best. You will be surrounded by fun amenities and relaxing views with every convenience at your fingertips.SNOWBIRDS - Thinking about...

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$400
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Premium lake front & located on a QUAD. This impeccably maintained Santa Monica floor plan features 2 bedrooms, 3 bathrooms, dramatic volume ceilings, tastefully selected upgrades and a spacious lanai. Tile throughout lower levels. 2 brand new bathrooms updated in 2024. Built in 2015 & steps...

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$117
avg per night
New
St. Pete Beach Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Gulf Beach Resort Unit #201Important Notice: The pool and pool deck will be closed for resurfacing beginning August 3rd for approximately 4-6 weeks (weather dependent). Guests may experience some construction-related noise and dust during this time. Please contact us with any questions prior to booking...

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$242
avg per night
Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Englewood Beach

Key Amenities

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

About this property

Attention Snowbirds. Three bedroom Two bath private home available with open floor plan. Perfect for family gatherings. Large master bedroom and bath are separated from the two guest bedrooms. Outside is a large swimming pool with large deck and covered porch when you need to escape the sun. Located...

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

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 very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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Featured review

"Stylish and Comfortable Place in Fantastic Location with Nice Amenities"

Amazing Place, Exactly as pictured. From the moment you walk in you immediately notice the attention to detail. This place was clearly designed and decorated by a professional with style and comfort in...

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$83
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Key Amenities

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

About this property

Paseo is an award-winning gated community surrounded by the pristine environment of the Six Mile Cypress Slough.The vibrant, social hub of the Paseo community is the 26,000 square foot Village Center. Strolling the Village Center, it's easy to imagine that you have stepped back in time to some...

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Featured review

"Paseo Stay"

The condo was immaculate and in a great location. The activities were plentiful and the community was very warm and friendly. Lots of steps is the only downside. Host communicated well before we came...

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$102
avg per night
Bradenton Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Paradise Awaits at One Particular Harbour by Margaritaville — your tropical escape with resort-style amenities including a heated pool, splash pad, BBQ grills, and a playground.This spacious 2BR/2BA condo (1,500 sq ft) features an open-concept living area with wall-to-wall sliders leading to...

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$221
avg per night
New
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to this beautifully maintained 3-bedroom, 2-bathroom Carolina model end-unit condo in the highly desirable Webbs Reserve community at Babcock Ranch. This home offers the perfect blend of comfort, convenience, and modern living, set within a tranquil, nature-filled environment. As an end unit,...

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$160
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Sought after beachfront unit on the 5th floor of building 9 and an end unit. 2 bedroom, 2 bath unit with stunning views and very well appointing furnishings.Beachplace is one of Longboat Key's premier vacation rental locations on the island!Amazing Gulf Views and private parking.Primary...

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$273
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

BRIGHT 2 BEDROOM, 2 BATHROOM CONDO ON THE GROUND FLOOR WITH WALKOUT PATIO. THE ENCLAVE AT NAPLES IS LOCATED 10 MINUTES FROM BEAUTIFUL DOWNTOWN NAPLES, 5TH AVENUE, WHITE SAND BEACHES, PLENTY OF SHOPPING, DINING, GOLFING, FISHING AND BOATING CLOSE BY. RESORT STYLE POOL AREA WITH GYM, BILLIARDS ROOM, RACQUETBALL,...

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Marco Island Villa
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to MARCO

Key Amenities

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

About this property

MARCO ISLAND ! EXCEPTIONAL PRICE before 20 APRIL 2026 - MAY 2026- JUNE 2026MARCO ISLAND – VERY NICE HOME !!. Wonderful oasis for the winter in the sun! home can comfortably accommodate your family while offering high-end finishes you won't find anywhere else and amenities that will...

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Featured review

"We loved the villa on Marco Island"

Beautiful and unforgettable water villa. We had a great stay and are booking again for future years. It is a beautiful and very comfortable villa with a wonderful location on the island. Everything is perfect,...

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$643
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This spacious, very beautiful, light and romantic Villa is located West of 41 on Vanderbilt Drive in the gated community of The Villages of Emerald Bay. The ground floor home features a split bedroom floor plan, a private lanai and an attached garage with additional parking. Newly decorated, the 2/2 Villa...

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Featured review

"An Outstanding Villa for your Vacation"

In the Wizard of Oz, Dorothy clicks her heels three times and says, “There’s no place like home.” Those words reflect the feelings of most of us about where we live. Home is more than a place. Home...

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Punta Gorda Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to The Gilded Palm, a refined Punta Gorda retreat where elevated design and effortless comfort come together. Located in the highly sought-after Punta Gorda Isles, this professionally designed, one-of-a-kind home places you just a 12-minute walk from the iconic Fisherman’s Village and less...

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

Distance to beach: 17 miles to Venice Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Enjoy resort style amenities in newly constructed 2nd floor condo. Master bedroom with king bed, TV, walk-in closet and and own bathroom with 2 sinks. Second bedroom has queen bed, large closet, TV and bathroom across hall. This open concept, newly furnished resort style rental has a front airy Lenai...

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$103
avg per night
Bonita Springs House
Sleeps 12, 6 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Location, location, location! This rare 6- bedroom direct beachfront residence offers you everything you need for your family getaway. Located near Bonita Beach's only beachfront restaurant and water sport rentals (jet skis, paddle boards, etc), guests of the Seabreeze are only a short walk away...

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$1,116
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • 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
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Stunning 1st floor Coach Home on Golf Course. Beautifully furnished, 3Bdrm, 2 Full Bath. Relax on your large lanai overlooking 8th green and 9th hole. Spacious Foyer and Den with French doors. Open concept Great room, Dinette and breakfast bar with 2 large sliders onto lanai. Kitchen offers upgraded...

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Featured review

"Beautifully decorated, comfortable, immaculate rental"

My husband and I rented for the month of March so we could enjoy spring training baseball and the warm weather. The condo is located in a well maintained gated community that is centrally located for just...

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$117
avg per night
Hernando Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Best Location in Hernando Beach!Seaside Retreat is the perfect location for a fun filled vacation with family & friends! This vacation rental includes kayaks and a paddleboat to explore the amazing waterways and a saltwater swimming pool. You can drive just 5 minutes north and enjoy a day on...

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$325
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Siesta Key

Key Amenities

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

About this property

The house has two bedrooms and two bathrooms, a full kitchen, living room and study space, inside it has washers and dryers, a large patio for relaxation, fenced all around, air conditioning and heating, hot water.Excellent property very close to Siesta Key Beach, known as the number one beach in the...

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$120
avg per night
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Spa Beach

Key Amenities

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

About this property

Call for Senior Discount, AAA, AARP, or Corporate discount or long term or out of season rates. True 3 BR and 2 Ba with Garage and entry office. Walk, Bike, and Scoot to your favorite hot spots in downtown. Stroll Roser Park. Walk to the waterfront, Boat Club, Central Ave and the Tampa Bay Ray's...

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Featured review

"Close to lovely downtown St. Petersburg!"

Perfectly appointed and close to all the happenings of downtown St. Pete! Super clean and comfy! The host was very accommodating and knowledgable about the area. We really enjoyed our stay and will...

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$286
avg per night
Estero House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Ft Myers Beach

Key Amenities

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

About this property

Located in Stoneybrook Estero a gated secured community. Spacious 3 bed, 2 bath open concept home sleeps six. Private pool with spa under a fully covered screened lanai overlooking the golf course with beautiful sunset views. Community offers tennis courts, pickleball, volleyball, basketball, bocce,...

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$275
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 200 yards to Siesta Key Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SIESTA SUMMER SAVINGS! UP TO 20% OFF YOUR SUMMER STAY BETWEEN 5/31/25 AND 9/1/25 WHEN BOOKING DIRECTLY ONLINE Online booking: Click link in Host information section of this listing and use promo code Anchor6415 at checkoutWe invite you to stay in our spacious 2 bed 2 bath condo, 'Siesta Chillin',...

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Featured review

"Siesta Central - The Anchorage!!"

We stayed at the Anchorage in unit 305. It faces the city and the inner coastal lagoon. We were treated to a dolphin show one evening when they entered the lagoon searching for food!! This location...

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$197
avg per night
Bonita Springs Condo
Sleeps 4, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

The Gulf is sparkling just across the street, the sunsets are unforgettable, and this charming Bonita Beach & Tennis Club studio is ready to welcome you. This is the kind of place that feels like a home away from home the moment you walk in.With a king-size bed and a queen sleeper sofa, this studio...

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Featured review

"Winter getaway"

Condo was great, host was very attentive. This condo is the most stocked VRBO we've ever been in. Loads of paper products, soaps, storage bags, laundry needs....ect. Also had complete beach day needs,...

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$128
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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.