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Florida Gulf Coast Vacation Rentals

(3635 rentals)
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Azul TortugaAzul Tortuga is a beautifully decorated four-bedroom, three full bathroom luxury Villa with amazing conveniences. Azul Tortuga is situated in the highly desirable SW Cape with a Fresh Water canal great for fishing and southern exposure views. This home will give you tranquility,...

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$254
avg per night
New
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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$75
avg per night
Palm Harbor House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

About this spaceImmerse yourself in the ultimate Florida lifestyle at our maintained Palm Harbor haven. Our heated salt-water pool invites you to create unforgettable memories year-round. Whether you're escaping winter's chill or seeking summer fun, this paradise awaits! Quiet, peaceful...

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$225
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Naples Pier, Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Second floor (first floor is also available).Incredible lake view from everywhere in your living...

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Featured review

"Very nice stay!"

We enjoyed our stay! Very comfortable place! Fully furnished with everything we needed! Pool was very nice!Never crowded. Also great location! Easy access to restrauants and shopping!

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$174
avg per night
Anna Maria Island House
Sleeps 12, 5 bedrooms, 5 bathrooms
4 reviews

Key Amenities

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

About this property

️ Vitamin Sea by Beach Retreats Vacation Rentals 146 Crescent Dr, Anna Maria, FL 34216Welcome to Vitamin Sea, a stunning 5-bedroom, 5-bath luxury retreat located on the coveted north end of Anna Maria Island, just a 10-minute stroll to Bean Point Beach. With a private dock, heated saltwater pool...

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Featured review

"Paradise"

Vitamin Sea exceeded all expectations for our week's vacation for our family of 12. Location was perfect for daily visits to both sides of the island. House is stunning and fully equipped for swimming,...

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$1,203
avg per night

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Naples Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The home is in the process of being totally remodeled from the hurricane and will be completed 1/15/25. The Isles of Capri is a small quiet island right...

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$202
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool

About this property

Just minutes from Vanderbilt Beach and Delnor-Wiggins Pass, Pool Paradise is a vibrant coastal retreat with a private pool, hot tub, and lush tropical landscaping. The backyard invites long afternoons under the palms with a shaded lounge area, gas grill, and plenty of space to lounge. Inside, refreshed...

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$340
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Amazing views from the living room and primary bedroom of this 2 bedroom/2.5 bathroom. Take a drink outside and sit on your private balcony and watch the incredible sunsets. This beautiful condo sits right on the beach in Holmes Beach. After a day on the beach, take a dip in the community pool or sit...

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$491
avg per night
Citrus Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Rainbow Springs

Key Amenities

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

About this property

Immerse yourself in a unique vacation experience at our state-of-the-art 2023 build, located in the heart of Citrus Springs, Florida. Revel in luxury with 3 gorgeous bedrooms, 2 immaculate bathrooms, a heated pool, and pet-friendly spaces. Enjoy proximity to stunning local attractions from Rainbow Springs...

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Featured review

"Snowbird paradise"

Beautiful well stocked home in a quiet neighborhood yet close to good restaurants, shopping, and activities. The owner is awesome - easy to contact and very accommodating.

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Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VRC19-000080 Come experience Unit 204 at Sun Plaza West on beautiful Anna Maria Island. This 2-bedroom 2-bathroom Condo is in the heart of Holmes Beach within walking distance to restaurants, shopping, and the Islands Free Trolley. Sun Plaza West complex offers secure entry, an elevator, heated pool,...

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$377
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Never miss a sunset from this beautifully appointed beach house, located just steps from Naples Famous Pier and beautiful white sand beaches, this home's location can't be beat! A luxurious luxury home with all the bells and whistles. Enjoy sunsets from the rooftop deck or stroll down to the...

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$1,865
avg per night
Last Minute Deal
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to La Isla Bonita!- Steps to Anna Maria Island's powdery-white sandy beaches - Private heated pool, ping pong table, and basketball game - Impressive deck with breathtaking views - 4 spacious bedrooms & 4 bathrooms - 3-story home with elevator - Close proximity to local dining,...

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Featured review

"Seas the Day"

Great accommodations..good location to shopping, marina, Anna Maria Island, restaurants.. quick response from Mgmt Team for minor issue.. quiet area, carport, security gate.. enjoyed our time there..

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$601
avg per night
Anna Maria Island Townhome
Sleeps 6, 3 bedrooms, 3.5 bathrooms
1 review

Key Amenities

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

About this property

306 Clark drive (B) Holmes Beach, FL 34217 VRC17-000009 Dog Friendly! Beautiful open concept home. 3 king bedrooms with en suites and a den with 2 single bunk beds make this property perfect for multi-generational or multi-family vacations. This home is ideally located just down the street from the...

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Featured review

"Beautiful Property"

Visiting Anna Maria Island was amazing!! The weather was beautiful and the home was beautiful too!! I would definitely come back to visit this area.

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$620
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Escape to the sunshine in this beautiful 3-bedroom, 2.5-bathroom condo located in one of Florida’s most desirable communities! Whether you're looking for a seasonal retreat, girls trip or a summer vacation, this charming condo offers the perfect blend of comfort, style, and convenience....

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Featured review

"Amazing girls getaway!"

Dana was an amazing host and her place met all my expectations. It truly is a home away from home but with all the perks of an awesome vacation added. Book soon because this place is a true gem!

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$286
avg per night
Special Offer
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Tranquil home with solar-heated pool, games, & open indoor-outdoor living spaceWelcome to your dream vacation retreat in beautiful Cape Coral, Florida! This stunning home offers the perfect blend of relaxation, entertainment, and convenience, making it the ultimate escape for families, couples,...

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Featured review

"Beautiful Home!"

We had a wonderful stay at this Airbnb. The place was exactly as described—clean, comfortable, and thoughtfully set up with everything we needed. The location was convenient and quiet, making it easy...

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$210
avg per night
Madeira Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 yards to We are DIRECT OCEANFRONT, 2 steps down to sand!!!

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.Welcome to our warm and welcoming Sea Breeze of Madeira condo...

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Featured review

"Great Vacation Condo"

The condo was spacious, clean, & had an amazing view. Pool was great! Unfortunately, washer & dryer weren’t in the condo but on another floor of the complex. The beach was beautiful & pretty quiet. A...

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$328
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Step into paradise with this beautifully updated ocean view condo at Beach Cottages, perfectly situated in the heart of Indian Shores. Enjoy walk-out access to the pool and take in breathtaking views of the ocean and pool from your private patio. This coastal retreat features modern finishes including...

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$304
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
8 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Key Differentiators & Amenities∆ Central downtown Sarasota—walk to shops, restaurants, arts venues, and marina ∆ 1 spacious bedroom, 1 updated bathroom (perfect for couples, solo travelers, or business guests) ∆ Pet-friendly: beds, bowls, blankets, waste bags, and secure fenced dog...

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$221
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Vanderbilt Beach

Key Amenities

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

About this property

Great location! Minutes from beautiful Vanderbilt Beach and Delnor Wiggins State Park! New home with contemporary style furnishings, high ceilings. Enjoy your totally private Pool under screened lanai! Cook inside or grill your steaks outside by the pool! Fully equipped kitchen with granite counter tops...

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Featured review

"Vacation"

Excellent accommodations location was perfect definitely will be back and recommended clean and pool was winderful

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$162
avg per night
Naples Bungalow
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...

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$836
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can...

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Featured review

"Awesome beach!"

We enjoyed our trip to Anna Maria. Very quant, quiet beach. Beautiful clear water and amazing sunsets. Can’t wait to go back!!!

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$469
avg per night
Venice Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 4 miles to Nokomis

Key Amenities

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

About this property

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

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Featured review

"Very Nice Stay!! Great owners!!"

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

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$171
avg per night
Anna Maria Island House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

In the heart of Holmes Beach on Anna Maria Island rests this charming recently renovated, pet-friendly home just steps to the beaches. Misty Beach is a charming coastal home with a flamingo-shaded exterior, quickly moving you onto island time. The interior creates a welcoming and calming environment....

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$400
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Cape Coral Paradise: Executive Home, weekly & monthly rates upon request. Weekly and monthly rates are available upon request. Fully appointed 2200 Sq Ft. Home. 3 Bedroom, 2.5 bath, living room, office, dining, large eat in kitchen, large Lanai, outdoor kitchen, large inground heated saltwater pool...

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$228
avg per night
Fort Myers Beach House
Sleeps 9, 3 bedrooms, 2 bathrooms

Distance to beach: 600 yards to Fort Myers Beach

Key Amenities

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

About this property

1 story home on Fort Myers Beach with 3 bedrooms and 2 baths. This fantastic house features 1 king bed, 2 queen beds, bunk beds, perfect for family or group of friends. With amenities like Wi-Fi, AC, beach towels with chairs, kitchen essentials, outside grill, and washer and dryer, your stay will be...

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$329
avg per night
New
Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...

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$246
avg per night
Bradenton Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

“Island Hideaway” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez Beach!...

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$219
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious 1st floor condo-amazing golf views, fully furnished. New hardwood floors, new Master bedroom with King bed, New Queen bed in 2nd BR with New dream-like mattresses. Murphy console-LR makes to Queen for extra sleeping. Both bathrooms/closets completely redone very stylishly. Desk for working...

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$228
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Bella Luna, where you'll find a beachfront condo boasting two bedrooms and two bathrooms, complete with access to a heated community pool and spa. Whether you prefer basking in the sun on the beach or enjoying the breathtaking Gulf views from indoors, this is the perfect retreat. And don't...

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$444
avg per night
New
Special Offer
Punta Gorda Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$125
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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$91
avg per night
Indian Rocks Beach House
Sleeps 8, 4 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

**Due to damages from Hurricane Helene, 'Mi Casa' is not available for rental. If you have a reservation, please contact Robin Robertson. All records were lost and we have no way of contacting you.**Welcome to 'Mi Casa', our 2 story renovated vacation retreat on Indian Rocks...

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Featured review

"Lovely beach cottage!"

We enjoyed MiCasa for a Thanksgiving celebration with friends. We were all coming from out of state to enjoy the beach. MiCasa is very comfortable and had all the comforts of home. The beds were comfortable,...

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

Key Amenities

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

About this property

302 60th Street Holmes Beach, FL 34217 VRC19-000274 At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for your next Anna Maria Island getaway! Two short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool to relax in after your busy day,...

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Featured review

"The perfect oasis"

My husband and I had the best time at the home we rented on Anna Maria Island. It was spacious and we had far more room than we needed for just the two of us. When we arrived, everything was clean and easy...

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$460
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to this beautifully redone single-family home in the heart of Naples—available as a seasonal rental! Featuring elegant marble floors throughout, this bright and airy residence is filled with natural light, creating a warm and inviting atmosphere. The open layout seamlessly blends style and...

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$236
avg per night
Naples House
Sleeps 8, 3 bedrooms, 3.5 bathrooms

Distance to beach: 5 miles to Vanderbilt Beach & Wiggins Pass State Park

Key Amenities

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

About this property

This beautifully renovated home features first floor master with large soaking tub and double vanity, The open floor plan leads to the stunning oversized lanai and hot tub to watch the amazing sunsets and golf course views. The newly paved lanai has so much privacy with outdoor kitchen for entertaining....

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$333
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
22 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

This condo has one of the best views on the Island!!! Water view from every room! Master bedroom overlooks the Gulf, Guest bedroom overlooks the bay. Windows everywhere! New kitchen and bathrooms, new tile and furniture 11/2020.The master bedroom has a king-sized bed, flat screen TV and its own...

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Featured review

"Great location with beautiful views"

Really enjoyed our stay at this beautiful condo on ft Myers beach! Has a great view from about every room. The owners are really great and so easy to work with if you have a need. It was in a great location...

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$379
avg per night
Anna Maria Island Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

202 81 st Street - Holmes Beach - Fl 34217 VRC17-000118 Book with confidence: NO CANCELATION FEES Cancellation Policy (Effective for reservations made on or after August 13, 2025) $500 deposit due at time of booking; balance due 30 days prior to arrival Cancel 60+ days before arrival → Full refund...

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Featured review

"Pleased"

We enjoyed our stay. The access to the beach and other amenities was perfect for our family. The rental was very clean and well kept. Most everything you needed for the stay was available. The pool was...

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$669
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL RENTAL – DOWNTOWN NAPLES! Beautifully furnished 2BR + Den residence in a premier Old Naples location within walking distance to 5th Avenue South, 3rd Street South, world-class dining, boutique shopping, galleries, and the pristine Gulf beaches. This light and bright unit features an open...

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$435
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

Come relax and enjoy this stunning 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bayfront complex that is less than a 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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Featured review

"Our stay between Christmas and New Years"

We really enjoyed our stay at Runaway Bay. The outside of the complex looks pretty dated but the condo was freshly renovated. We had everything we needed to enjoy our stay. We appreciated all the beach...

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$252
avg per night
Osprey Villa
Sleeps 12, 5 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

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

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$884
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Pet friendly
  • WiFi

About this property

Welcome to The Friendly Pelican ??Your sunny Cape Coral escape — perfect for families and group getaways.Highlights- Sleeps 10 | 4 bedrooms | 5 beds | 3 bathrooms- Private pool & hot tub (heated year-round)- Screened lanai with BBQ grill & lounge space- Game room...

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$158
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to this stunning 2 bedroom/2 bath condo designed to inspire elegance and comfort. Fully furnished, designer inspired residence. The master bedroom has a king bed, full bath, linen closet, and walk-in closet. The 2nd bedroom has a queen bed. There are 2 twin inflatable mattresses available for...

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Featured review

"Amazing condo with perfect location!"

A big thank you to Heidi and Joe for providing such amazing accommodations at your rental in Wellen Park. It was everything we hoped for and more! You both made the entire process so easy to navigate and...

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$151
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gorgeous unit and beautifully furnished with an incredible 2nd floor view of the Gulf of America. Sleeps six comfortably with a king master and a full-size bed along with a twin in the guest room, plus a queen sleeper sofa. beach chairs and toys for your enjoyment. You will not want to leave once you...

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Featured review

"Amazingly Fantastic."

The beach, Turtle Beach, not so great, but good to soak up the sun and be close by. Amenities were very good, staff exceptional, condo was awesome. Everything needed was there. Very clean, neat,

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$367
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning...

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$1,616
avg per night
St. Petersburg Townhome
Sleeps 5, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Lakewood – a peaceful oasis in St. Pete!Start the day with a cup of coffee on our palm-shaded terrace, then take a relaxing swim at the quiet pool or enjoy a game of tennis on one of the free courts in the park across the street!Our family has owned this unit for more than 20...

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Featured review

"What a great place to stay!!!"

My husband and I used to live on Crescent Lake in St Pete so when having construction done to our house currently Mary our host thru Florida was nice enough to accomidate us for well over a month until...

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$93
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf Pavillion SummarSummary: Escape to the Gulf Pavillion, a stunning condominium in Naples, Florida, offering luxurious comfort and breathtaking water views. This 2-bedroom, 2-bathroom retreat is perfect for families, with amenities like a communal pool, beach access, and a fully equipped kitchen....

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$230
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
12 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

"Crescent Royale 4b Siesta Key,FL"

We had a great time. Condominium was wonderful. It had everything we needed. The owners were very helpful.

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$302
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 7 miles to Naples Beach

Key Amenities

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

About this property

Updated ground floor 2 bedroom, 2 full bath condo in the Countryside Golf and Country Club community available for seasonal rentals with a view of the lake and the 14th fairway and green. Condo is fully furnished with new appliances and equipped with all you would need for your home away from home. Washer...

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Featured review

"Endless Summer Vacation Home: a total Paradise in Naples – The Ultimate Stay!**"

Our experience at Endless Summer Vacation Home was nothing short of spectacular! From the moment we arrived, we felt incredibly welcomed and at home.The host was kind and exceptionally responsive, providing...

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$131
avg per night
New
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your ultimate beachside escape! This beautifully renovated 2 bedroom, 2 bathroom condo offers the perfect blend of modern style, comfort and location. Whether you're here for a quick escape and a longer stay, "Days Like This" at Runaway Bay 116 offers everything you need for...

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$257
avg per night
New
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! 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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$883
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.