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Florida Gulf Coast Vacation Rentals

(3638 rentals)
Madeira Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

$200 per weekl will hold this unit , payment due in full 30 days before arrival. Seven day minimum, but will rent out three nights in between other rentals, if available . This property is rented by regulars Nov-April every year so only available May-October, thanks in advanced ! This beachfront rental...

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Featured review

"Good time!"

Rental was right on the beach. Balcony was huge and we were able to watch manatee and dolphins in the water. Pool was awesome and very clean. We enjoyed a great vacation!

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$186
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This gorgeous villa with 3.580 sqft in the Kings Lake community in Naples offers 3 spacious and elegantly furnished bedrooms (2 bedrooms with king size beds and 1 bedroom with two twin extra lage beds) and 2 ½ bathrooms. The living area with 2 living areas offers an beautiful view of the pool....

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Featured review

"Pleasant surprise!"

We rented this house based on photos and a drive by. When we arrived we were pleasantly surprised to find the house was much larger than it looks. The outdoor space is fantastic. Plenty of outdoor furniture...

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$296
avg per night
New
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Palms Heaven Villa, a beautifully styled 2-bed/2-bath condo with a tropical Tommy Bahama vibe. This spacious second-floor retreat in the Shorewalk resort offers the perfect balance of relaxation and convenience. Enjoy the resort amenities, with two sparkling pools, relaxing spas, and a Clubhouse....

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$188
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

FULL GOLF MEMBERSHIP INCLUDED & STEPS TO NEWER COMMUNITY POOL. Enjoy resort-style living in this beautifully furnished first-floor lakefront Veranda Bromelia model in the prestigious, 24-hour guard-gated golf community of Heritage Landing complete with full golf membership. Built in 2023 and used...

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$200
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Please do NOT call but send an email instead!!!Ozartiro is located in a one of the best neighborhoods in town --- Walking distance to Rotary park (park, trails, playground) --- Quiet street (cul-de-sac) --- Southern part of the Eight Lakes --- Boating: Gulf access through the Rose Garden, 25 minutes...

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$408
avg per night

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Punta Gorda Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to The Preserve at Bal Harbor, where comfort, convenience, and coastal elegance meet. Located in the sought-after Punta Gorda Isles, this beautifully furnished 3-bedroom, 2-bath condo offers the perfect Florida seasonal retreat. Enjoy a bright, open floor plan with abundant natural light, granite...

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$104
avg per night
St. Pete Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 feet to Pass A Grille Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Historical Post and Beam built house with original large cypress boards. Set on a corner lot just steps to the white sandy beach and warm waters of the Gulf. Preserved and maintained Captain's Quarters. Sweet! 2 BR 2 Bath with extra loft space, large open porch and a wishing well. Nicely furnished...

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Featured review

"Da beach"

Amazing beaches amazing memories and location was superb. This part of florida is nothing less than extraordinary

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$217
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Conny, a pleasant south-facing villa on a very large plot with a beautiful view of a small lake. A canoe is also available to explore the lake.Villa Conny was newly renovated and furnished in 2013 and can accommodate six people with two living rooms, three bedrooms and two bathrooms.Let...

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$190
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 13 miles to Bonita Beach - 15 min.

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th (top) floor, 2 BR/2 Ba condo in Bonita Springs. 1 King and 1 Queen. Built in 2017. Modern appliances and furnishings. Washer/Dryer. Cable and Wifi. Screened deck overlooking lake. Views of 1st green and 18th tee and clubhouse. Deck faces Northwest so great for relaxing during the day. Neghborhood...

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$170
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Our property is a one story single detached residential home located in a quiet neighborhood. Centrally located near to shopping centers and multiple restaurant options. The home is fully equipped and updated throughout - including a covered patio area and fully screened heated pool and spa.

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$180
avg per night
Babcock Ranch Townhome
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Short-Term or Seasonal Rental – Fully Furnished! Available for 30 days up to 6–12 months.Experience resort-style living in this beautifully furnished home located in a brand-new golf and country club community just across Lake Babcock on the northeast side of Founders Square.This...

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$162
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

​This gorgeous vacation villa in the Kings Lake community in Naples offers 3 spacious and elegantly furnished double bedrooms, including 2 king beds and a queen bed. There are also two bathrooms and a guest bathroom with toilet and sink. The bathrooms are fully lined with tiles, with granite vanity...

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Featured review

"Villa Excelsior"

Living in this fantastic property makes every holiday perfect. The house, that pool, the detailed furnishings and the support have made us the most beautiful travel experience offered which one can wish. The...

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$344
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available starting December 19 through February 14 and from March 15 to April 30, 2026. Courtyard Home in Masters Reserve at Lely Resort -an Ideal Vacation Retreat! This beautifully furnished home is located in one of Naples’ most desirable resort communities, the exclusive Masters Reserve at Lely...

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$233
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

The VIBE is back on Fort Myers Beach!Our Gulf Coast beaches have reopened and we invite you to plan your next beach adventure at Lovers Key Resort!While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once...

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$201
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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$70
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Discover the perfect balance of comfort, charm, and Florida sunshine in this beautiful home, ideally located just a short stroll from the world-famous Siesta Key Beach and the lively Siesta Village, filled with restaurants, cafés, and boutique shops. Bedrooms & Comfort Left side of the home: • One...

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Featured review

"great location to the Village and beach"

A wonderful location on Siesta Key--we loved being able to walk to the Village and easily walk to the beach. The house has an open feeling with a large living/eating/kitchen area. I cooked a good bit...

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$179
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to Waves - Your Perfect Anna Maria Island Getaway!Experience the ultimate beach retreat at Waves, a luxurious 4-bedroom, 3-bathroom vacation home located on the picturesque Anna Maria Island. Nestled just across the street from the sun-kissed sands and azure waters of the beach, this property...

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$1,132
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to Charlotte Harbor Preserve State Park

Key Amenities

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

About this property

Let the views from this 2-bedroom, 2-bathroom second-floor Heritage Landing condo set the scene for your next Punta Gorda retreat. Offering a sleek, full kitchen, Smart TVs, and access to golf and community amenities, this vacation rental is an ideal home base. Enjoy the convenience of being close to...

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Featured review

"Condo in excellent golf community!"

This condo is in a great location - Heritage Landing, on the 11th green. Safely nestled on the second floor you can enjoy a great breeze when windows are open, comfortable furniture, golfers putting on...

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$91
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 10 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The beautiful Villa Irene is located in the southeastern area of ​​Cape Coral. The villa has 3 bedrooms and 3 bathrooms. Livingroom has TV. The kitchen is fully equipped and has an American breakfast bar with bar stools. In addition to the living room with TV, DVD and stereo you have a separate...

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$233
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

In the heart of South Fort Myers, you'll find the highly desired gated community of Reflection Lakes. The community is situated on over 300 acres with 10 lakes, preserves, and close access to one of the jewels of our area, Lakes Park. The sidewalk-lined streets make evening walks easy and enjoyable....

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$141
avg per night
Venice Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 3 miles to Venice

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Coastal-Themed Condo in Venice – Perfect Vacation Retreat! Escape to paradise in this freshly painted, new primary carpet , sparkling clean 2nd-floor condo overlooking the lake and one of three heated community pools. Just a 5-minute drive to Venice Fishing Pier, 7 minutes to Venice Beach, and...

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Featured review

"Comfortable, clean, well kept."

We enjoyed our five month stay, we felt relaxed, comfortable and at ease. The location was minutes drive to the beach, restaurants and stores.

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$127
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Completely remodeled beachfront 11th Floor unit at Crystal Sands. Gulf views from each bedroom and living room south on Crescent beach. (The view in picture #3) is the view from your screened lanai. Elevator down to pool located on the white sands of Crescent Beach. Beach chairs provided by Crystal Sands....

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$515
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our vacation oasis. We love the peaceful, friendly vibe of the Bay Oaks community and hope you do as well. Our two bedroom, two bathroom second floor condo unit has been recently upgraded with new living and dining room furniture and new bedding in relaxed but upscale style. The complex sits...

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$293
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Newly renovated ground floor condo on spectacular golf course just 5 Miles from Ft. Myers Beach and Sanibel/Captiva Island. Primary bedroom has a 2 queen beds with ensuite and walk-in closet. Spare bedroom has 2 double beds with own bathroom. Living room has a reclining sofa and a love seat. Bedding,...

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Featured review

"Comfortable, Clean and Quiet!"

Our stay could not have been made better. Irene was quick to respond to my first inquiry and was easy to contact during our stay. The kitchen is a big factor for me and hers is fully equipped with everything...

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$105
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Situated directly on the saltwater canal with access to the river in a quiet location, the villa can comfortably accommodate up to six people. The large living area is open plan with a dining room and fully equipped kitchen. There are three cozy bedrooms and two bathrooms.From the covered terrace...

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$236
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 15 miles to Bokeelia Fishing Pear

Key Amenities

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

About this property

Located on quiet street of NW Cape, this direct gulf access canal home is approx 15 minutes to Matlacha Pass. Catch snook, mullet, sheepshead & snapper on the dock! Watch manatee float by. Enjoy the sun in the super-screen pool cage or shade under the lanai next to the heated salt water pool with...

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$276
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Rave is located in a prime location in Cape Coral, close to a cul-de-sac.** The Marina at Tarpon Point (Shops, Restaurants on the water) and the Rose Garden are only about three minutes away by car.** Jogging and walking are some of the preferred activities in this neighborhood.Rave is located on...

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$354
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

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

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$367
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

strong>Tropical Beach Bungalow with Heated Pool, Spa & Steps to the Gulf! Relax in your own private slice of paradise! This charming 2-bedroom, 2-bath beach bungalow is perfectly located just a short stroll from the pristine, newly restored beaches of the Gulf of Mexico. Nestled in a lush tropical...

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$306
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heritage Landing Golf and Country Club! Beautiful Top Floor Condo with Incredible Sunsets! Stunning top floor unit with expansive golf course and preserve views. Enjoy beautiful sunsets as the sun sinks over Charlotte Harbor in the distance. Heritage Landing Golf and Country Club is a 2000 acre community...

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$135
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Welcome to Shangri-La, an idyllic vacation rental nestled on the exclusive tip of Anna Maria Island at Bean Point. This luxurious, fenced, and gated private property offers an escape from the everyday, inviting you to unwind and rejuvenate in a setting of unparalleled beauty and comfort. Available for...

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$4,000
avg per night
Bonita Springs House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

The one and only Tommy Bahama House, 3 bedrooms and three bathrooms, located directly on Bonita Beach in Bonita Springs, Florida. The elegance and beauty of Tommy Bahama House is apparent when you turn off Hickory Blvd. onto the faux grass driveway and see the ginger bread trim. You will immediately know...

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$824
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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$1,400
avg per night
Anna Maria Island House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

VRC19-000278 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 60 days prior to arrival Cancel 60+ days before arrival → Full refund (no fees). Cancel within 60 days of arrival...

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$334
avg per night
Naples House
Sleeps 4, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This villa was furnished in a modern and tasteful way. Parquet in the living area and tiles in the bathrooms were chosen for the flooring. The villa has two floors with 3 bedrooms (2 king size beds and 1 queen size bed and 1 baby bed) and 3 bathrooms. Each bedroom is equipped with a TV.The fully-equipped...

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Featured review

"Wonderful!"

We spent two weeks as a family of four in this beautiful property in July 2025 and loved every minute of it. The house is gorgeous and practical and the location ideal for visiting the area in and around...

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$216
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

VILLA MADISON IN NAPLES CLOSE TO NAPLES BEACH!!! NEW LISTING! NOW AVAILABLE FOR THE UP COMING SEASON! Discover this 3 BR/2 BA beautiful pool home on an expanded lot. Your family and guests will enjoy the sunsets and the great lake views at this favorable southern exposure from the over sized pool deck...

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Featured review

"First class accommodations in a first class, gated community."

Located near wonderful Naples with its great shopping, restaurants and beaches, this beautiful pool home is very well appointed and situated in a gated community within walking distance of the community...

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$341
avg per night
Venice Mobile home
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Venice Beach and others

Key Amenities

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

About this property

MINIMUM 3 MOTNH RENTAL --2 Bedrooms, 2 baths well-kept and modern --Tastefully furnished and decorated --Pleasant lanai to enjoy Florida breezes --All utilities included --Air conditioning --Cable TV and wireless Internet provided --Beautifully maintained lot --Washer and dryer onsite --Pets...

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Featured review

"2 months in paradise"

We stayed in this unit this past Feb and March. This place was lovely and clean. We enjoyed Bay Indies and all it offers. The host was on site and available. We would definitely recommend it.

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$60
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our Gulf Coast beaches and Royal Pelican condos have reopened!.While Fort Myers Beach continues to rebuild from the impacts of Hurricane Ian and though our island paradise may look a bit different than it once did, however the sun continues to shine each day and brings with it spectacular sunsets...

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Featured review

"Great Stay"

The condo had everything we needed. We would definitely rent again. Loved sitting on the balcony and watching the dolphins and manatees. It was nice and quiet. The owners were great to work with. I would...

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$178
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Stunning seasonal condo for rent beginning December 1, 2025 to April 30, 2026. Third story condo with elevator is located in Lely which is near the beautiful Naples beaches and popular restaurant’s and shops along 5th Avenue. The newly renovated 2 bedroom 2 bath condo features a king bed in the...

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Venice Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

PLEASE REVIEW MONTHLY PRICING BEFORE INQUIRING. Welcome to the gated community, The Preserve At West Villages in Wellen Park! Just bring your suitcase and enjoy yourselves while staying in our single level 2 bedroom, 2 bath villa with split floor plan and den. You will feel relaxed and at home in this...

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Featured review

"Perfection!"

This retreat is a piece of paradise, the accommodations are cozy and comfortable.The open concept and lanai are spacious. The king size master suite is a bonus.The owners thought of everything...

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$152
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!Floridians love their outdoor living spaces - and once you see this vacation home, you'll understand! Enjoy days lounging by your own private, heated pool; grill your meals and eat them outdoors; then head inside to...

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$267
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

We still have other homes available Jan through Apr 2026 starting at $4,200 per month. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $6,775. Dec 20th to Apr $9,880 (rent, tax, cleaning, utilities, cable/wifi, damage waiver, etc. all included). Naples FL turnkey vacation rental.LARGE...

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Featured review

"As advertised"

Great property. Shane was excellent. We would stay again. We love Naples. Pool and hot tub worked great

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$317
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to our beautiful 2-bedroom house in Fort Myers, Florida! This cozy and fully furnished home is the perfect destination for a relaxing getaway. The house features a spacious living room, fully-equipped kitchen, and two comfortable bedrooms with queen-sized bed in one and a king-sized bed in the...

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$199
avg per night
Siesta Key Apartment
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover your dream vacation in this beautiful 3rd floor walk-up Siesta Key condo! This 2-bedroom, 1.5-bath condo is located near the beach and offers a range of amenities, including pools, tennis courts, and a workout facility. Enjoy the convenience of a fully equipped kitchen and a comfortable living...

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$246
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Luxury and the beach intersect at a point titled Serendipity Deux. This gorgeous 4 bedroom home offers all the allure of an extravagantly decorated space while giving you premium beach access and an ideal location. The Master Suite is located on the first level and comes outfitted with a king bed, tub...

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$2,483
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wellen Park Golf and Country Club (WPGCC) Arbor model 2nd floor 2-bedroom, 2-bath terrace condo. This is a professionally furnished monthly rental with golf membership for a transfer fee. Building #1 right next door to the driving range and clubhouse pool/Tiki bar and fitness center. All within walking...

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$125
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

A vacation home for the most avid pickleball fans. Enjoy a regulation sized court with permanent netting sure to make your stay memorable. Pool with hot tub will complete the experience. King size bed & bathroom in Master, Queen size bed & bathroom in Junior Suite, 1st guest bedroom with a queen...

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Featured review

"Pickleball Lovers Heaven"

What an awesome place. New home is better than described stocked with everything you need. Pickleball Court is in amazing condition. Where else can you play pickle ball and jump in a pool steps from each...

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$143
avg per night
Naples Apartment
Sleeps 2, 1 bedroom, 1 bathroom
6 reviews

Distance to beach: 2 miles to Clams Pass

Key Amenities

  • Air conditioning
  • WiFi

About this property

The location of the apartment 'Pearl by the Sea' is especially central to Naples. All shops are within a short time on foot, as well as Ross -Dress for Less-; TJMaxx, Walmart (open 24 hours); Target, Publix (Supermarkets) and many more. There is also a cinema within walking distance of the apartment. It...

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Featured review

"Great condo for 2 people with all the conveniences of home."

Great location within complex and within Naples itself. Beautiful quiet view of pond from lanai. The condo was very clean and decorated nicely. Two televisions and great internet. Very convenient having...

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$141
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover this beautifully updated 2-bedroom, 2-bathroom beachfront condo at Sea Winds, offering the perfect retreat for a relaxing vacation on Marco Island. Enjoy year-round, postcard-worthy sunsets from the balcony, whether dining or unwinding. The master bedroom features a king bed and an en suite bathroom...

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$352
avg per night
Venice House
Sleeps 8, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

CHARMING BEACH HOUSE VIBES / PET FRIENDLY vacation rental in South Venice, Florida. WINTER SPECIAL MARCH & APRIL 2026, 2 MONTHS $7,200 ALL FEES INCLUDED, INCLUDING TAX AND CLEANING NO EXTRA FEES EXCEPT PET FEES IF YOU HAVE A PET. PLEASE REMEMBER TO INCLUDE YOUR PHONE NUMBER WHEN INQUIRING. ...

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Featured review

"Fantastic 2B/2B home in South Venice close to our favorite beaches!"

This rental property was recently upgraded and decorated to be comfy and with a beachy vibe. It was spotless clean and had everything you need to feel like you are home! The pictures they have posted...

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$129
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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.