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Florida Gulf Coast Vacation Rentals

(3852 rentals)
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
Naples House
Sleeps 8, 3 bedrooms, 3.5 bathrooms
1 review

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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Featured review

"Great home. Owner made it a special place."

The home was immaculate. The owner did so many small things that made our stay special. The view of the course from the lania was awesome. The golf course was short, but tough. Overall a great experience.

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$333
avg per night
New
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Waterview | Peaceful Intracoastal Scenery | Tennis Courts & PickleballALERT: There will be construction from approximately January 2026 - September 2026 that may impact amenities and experience. During this time there may be increased noise and construction activity and possible amenity closures....

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$106
avg per night
New
Punta Gorda Apartment
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

LOCATION, LOCATION, LOCATION! HARBORFRONT.TURNKEY FURNISHED SEASONAL RENTAL — LOCATION, LOCATION, LOCATION! HARBORFRONT. Experience the very best of the Southwest Florida lifestyle from this stunning top-floor penthouse residence ideally located in the heart of Punta Gorda. Just minutes from...

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$158
avg per night
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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$577
avg per night

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Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy peaceful waterfront living in this comfortable and spacious 2-bedroom, 2-bath waterfront condo located on the south side of Palma Sola Bay—just under 3 miles to Anna Maria Island’s beaches! Relax on your screened lanai and take in tranquil canal views with frequent manatee and bird sightings.The...

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Featured review

"A perfect place"

Thank you to Cheerful Rentals for arranging this beautiful spot for me to stay for the winter in Bradenton Florida. The accommodations was everything that was described plus more! Clean, beautifully decorated,...

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$110
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 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

"Everything you want and more!"

Great location. Close to beaches, Marco Island, 5th street. Area is not congested with traffic. Condo is very clean, has a great floorplan. Lanai is private and has beautiful views of the golf course and...

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$112
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

The Condo Bay side water views; 2nd floorPrimary: King BedPrimary bath: tub/shower comboGuest: 2 twins/convert to KingGuest bath: tub/shower comboLiving Room: Sleeper Sofa

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$178
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Forget your worries in this spacious and serene space. This gorgeous luxury home features 3 bedrooms/2 bathrooms and will comfortably sleep 6. The pool area is perfect for relaxing while looking over the peaceful freshwater canal. The triple pocketing sliding doors open completely to the southeast-facing...

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Featured review

"Perfect, better than expected!"

Thank you so much for allowing our family to stay at your home for our vacation. It was beautiful, clean and well kept, better than we ever expected, and the extra amenities were nice! Our kids enjoyed...

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$262
avg per night
New
Fort Myers Beach Apartment
Sleeps 4, 1 bedroom, 1 bathroom
19 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the Newly remodeled condo & Pool, Sleeps4+ Relax in this completely remodeled & peaceful beachfront stay right on the white sand.Great Location of this lovely condo A #304 walk or take the 0.75 trolly to grocery store & time square. Just minutes away from the wide range of restaurants,...

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$90
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
Crystal River House
Sleeps 4, 2 bedrooms, 2 bathrooms
14 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Home is centrally located between all local activities. Just 10 minutes West to downtown Crystal River - Heritage Village area with unique shops and restaurants. Also Kingsbay/ 3 Sisters Springs. Then just 20 min East to Rainbow Springs. This 1940's home has been updated/restored. Quaint 2...

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Featured review

"Adorable cottage with a great view"

We loved spending relaxing times on the deck. The view through the huge Spanish moss draped Oak is amazing. The place is well decorated and a perfect cottage house. There are also kayaks you can use off...

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$77
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach Park

Key Amenities

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

About this property

Welcome to your Modern Naples Retreat—a spacious, beautifully updated 4-bedroom home designed for comfort, style, and unforgettable Florida getaways.Step inside to soaring ceilings, an open-concept layout, and brand-new furnishings that create a bright, upscale atmosphere perfect for relaxing...

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$387
avg per night
Naples House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Aqua is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Be prepared for opulence, elegance and an extravagantly affluent property. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home. The Aqua has been designed with a modern flair and...

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$1,271
avg per night
Bradenton House
Sleeps 12, 4 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Top Reasons to Book: - Heated Pool (Free Heat Included) - 4 Bedrooms + Theatre Room – Sleeps Up to 12 - Direct Palma Sola Bay Access with Water Views - 85" OLED Movie Theatre with Surround Sound - Beach Gear Included - Free Beach Setup for 7+ Night StaysWelcome to 11 Palms, a spacious...

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$363
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 4 miles to Bonita Beach and Barefoot Beach

Key Amenities

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

About this property

Bonita Beach Villa – Tropical Getaway with Private Heatable Pool Near BeachesWelcome to Bonita Beach Villa, a charming 3-bedroom, 2-bathroom home designed for relaxation and comfort. Nestled in a serene tropical garden, this retreat offers a private heated pool and is just minutes away from...

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Featured review

"Quietly perfect"

This home was an excellent place to relax and get away from the hustle and bustle of Fort Myers traffic. Great place and would recommend to all!

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$263
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gorgeous unit on the first floor for well-traveled adults who appreciate quality and design. Includes a washer and dryer.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 places in the area for...

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$240
avg per night
Cape Coral House
Sleeps 9, 3 bedrooms, 2 bathrooms
22 reviews

Distance to beach: 20 miles to Sanibel, Ft Myers Beach, Lover's Key

Key Amenities

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

About this property

Come to Palm Paradise ~ VACATION LIVING PERFECTED! Enjoy your vacation in this beautiful waterfront pool home with 3 beds (+ queen pull out couch) & 2 baths located in the burnt store area NW Cape Coral with canal access to the Gulf via Matlacha Pass. Enjoy stunning water-views with many mature...

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Featured review

"Beautiful Sunset Location"

The location is perfect if you love sunsets on the dock! There is a pool for the family or you and the friends or whoever you’re renting it with! The house is clean and well kept and has all the necessities...

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$279
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Restore,Relax & Refresh at Gulfway Rentals-Ft Myers, FL.Looking for the ultimate beach escape? Gulfway Rentals offers beautifully remodeled beachfront condos designed for comfort and relaxation.. Whether you're traveling solo, with a partner, or planning a family-friendly getaway, our rentals...

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Featured review

"Great Condo"

We had a very nice stay, the condo was beautiful and just steps away from the sand, just what we wanted. The condo had everything we needed and was decorated beautifully. Karen and Mike were wonderful and...

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$379
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Fancy FlamingoFancy Flamingo is a gorgeous, breathtaking three-bedroom, three full bathroom luxury Villa with amazing amenities. The property is situated in highly desirable NW Cape Coral quadrant with Gulf Access and western sunset views. This home will give you tranquility, nature and...

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$181
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Views from every window 2 Bedroom/2 Bathroom (no one living above) corner end unit with access to a rooftop deck directly above this sunny and bright unobstructed panoramic view of Sarasota Bay with deeded beach access to one of the most pristine stretches of pearly white Gulf of Mexico sand directly...

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Featured review

"HBC"

Lovely place with a great view of the bay. Well set up with all of the things you need. Owner very accomodating

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$200
avg per night
Madeira Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
13 reviews

Key Amenities

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

About this property

For those looking for fun and relaxation, look no further than Ocean Sands. Ocean Sands is a beautiful beachfront property located in the heart of Madeira Beach, Florida. With private beach access, a large heated pool and hot tub, BBQ facilities, shuffleboard, underground parking, and exceptional Gulf...

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Featured review

"Perfect rental"

Ocean Sands is perfectly located on Madeira Beach with grocery store, shops, restaurants and bars within walking distance. Archibald Beach is next store which h usually has drinks, food and ice cream (set...

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$329
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 25 feet to Fort Myers Beach

Key Amenities

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

About this property

Hurricane Ian reconstruction is finished and Estero Beach Club is beautiful again! We are excited to host you! TAKE ADVANTAGE OF OUR POOL OPENING SUMMER SPECIAL!If this condo is not available, please check our other condo in the same building. #4688 / Vrbo #823399 1 Bedroom 2nd Floor This condo...

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Featured review

"5+ All the Way"

It is my pleasure to recommend ESTERO BEACH CLUB #505 as your choice when visiting Ft Meyer’s Beach. Michelle is the best host ever! She was accessible all times for any questions I had. I have never...

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$323
avg per night
Naples House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Key Amenities

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

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...

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$1,271
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine new heated saltwater pool with a spillover spa and sun ledge, outdoor living and dining space, pool toys and lawn games. The updated 3 bedroom, 2 bath interior is bright and spacious,...

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Featured review

"Family vacation, great pool"

The pool and hot tub was definitely the highlight of this place. The second place award goes to the large wifi/TV that allowed us to view some family videos from our laptop onto the big screen, as well...

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$258
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Your Southwest Florida Waterfront Escape - Palm Villa- 4 Bedrooms | 3 Bathrooms | Sleeps 8- 1 King Beds | 3 Queen Beds | Jack & Jill Bath- Heated Pool with South Exposure- Private Boat Dock & Waterfront Views- Spacious Living Room with Large TV- Fully Stocked Kitchen &...

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$375
avg per night
Babcock Ranch Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully furnished 3-bedroom, 2-bath 1 level unit, 2-car garage Perfect for couples, professionals and snowbirds.Features You’ll Love: Spacious open-concept living area Fully equipped kitchen with modern appliances Private screened-in lanai with water or nature views Smart TV, fast...

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Featured review

"Lovely Villa"

My stay in Babcock Ranch at Tucker’s Cove was very nice. The villa was extremely clean and had all the nice things just like home. I especially enjoyed the well stocked kitchen to make family dinners....

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$99
avg per night
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Upham Beach

Key Amenities

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

About this property

Relax with the whole family or friends at your own tropical retreat! This home boasts a sparkling pool & spa, fenced pet-friendly yard, and home office/gym with pool view. Quiet, family-friendly street close to shops, dining, movies & award-winning beaches, everything you need for your perfect...

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Featured review

"Nice house, amazing garden, great location"

We really enjoyed our stay at Izabela and Deni's house. It had all the amenities we needed and so much more (a heated swimming pool and jacuzzi, table football and various sports equipment). The house was...

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$150
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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$500
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Saturday to Saturday rentals.Beautifully appointed 2 bed, 2 bath condo located inside the gated community of Naples Cay. Stunning sunset views of the Gulf of Mexico and only steps from the white sand!Building amenities includes hot tub and heated pool, steam room, sauna, fitness centre, shared...

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Featured review

"Gorgeous Condo in Highly Desired Location"

From the time we first contacted Kevin till the day of check out Kevin always responded to inquiries within minutes. Check in was smooth and we loved the location. A short walk to the beach and super close...

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$321
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Cape Coral

Key Amenities

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

About this property

License # RR-000050-2026Welcome to “The Happy Home” – Lakefront Living on Lake KennedyBright, spacious, and full of charm, The Happy Home offers beautiful 180° lake views from nearly every room. The open layout, high ceilings, and natural light create a relaxing atmosphere...

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Featured review

"Beautiful home"

My husband and myself stayed in this beautiful home on the water we swam in the pool during the day we sat on the dock at night whie we soaked in the water view . Restaurants are not far as well as shopping...

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$156
avg per night
Anna Maria Island Apartment
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to “Barefoot Mermaid 1” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria Island. The serene location of this property is just amazing. Located steps, less than 50 ft to white powder sand beaches of the Gulf of Mexico and less than a few flip flop...

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$241
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.5 miles to VANDERBILT BEACH

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

* * THE MOST DESIRED STREET IN NAPLES PARK and for lots of great reasons (4 blocks to beach, 1.5 block to Mercato, 1.5 block to Pavilion Plaza) - check the walk score! Everything you need for a wonderful vacation - remodeled kitchen and baths, fully equipped kitchen, covered lanai and fully fenced (immaculate,...

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$189
avg per night
Special Offer
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Escape to Camelot Point – your private tropical oasis in sunny Cape Coral! This stunning 3-bedroom, 2-bathroom vacation home delivers the ultimate Southwest Florida getaway with a spacious heated pool and relaxing hot tub in a screened lanai and a fully fenced backyard bordered by lush palm tress...

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Featured review

"Just like coming home!!"

This home is your home!! All the amenities you could ever need to make your stay the most welcoming!!! The home is beautifully appointed, the area is second to none with Fanthoms and Rumrunners a short...

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$166
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 Vida del Aqua.Vida Del Aqua is a cozy three bedroom and 2 full bathroom vacation villa situated in the highly desirable SW Cape. Centrally located and near Tarpon Point Marina with all its restaurants and shopping center. If you enjoy tranquility but being in the center of great amenities,...

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$132
avg per night
Belleair Beach Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

3 Bedroom/2.5 Bath Town home with a direct view of the beach! Town home directly on the Gulf. Direct Gulf Views from 4 rooms, and 2 large balconies, overlooking the beach. Lush landscaping. Enjoy your meals on the patio overlooking the Gulf. Big swimming pool, NOW HEATED in winter and cooled in summer!...

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Featured review

"Best Beach Vacation Condo!"

We have rented this beautiful condo 3 separate vacations with my family that comes from Russia to visit frequently. The location is absolutely perfect! The beach is pretty much always empty and the pool...

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$320
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to Palmetto Serenity – Brand New Cape Coral VillaHighlights- Sleeps 6–7 | 3 bedrooms | 2 bathrooms- Private heated pool with patio & outdoor dining- Fully equipped kitchen & open-concept living- Wi-Fi, smart TV, fishing poles & family games- Bikes,...

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$200
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your Villa Aha MomentAha Moment is a cozy three bedroom and 2 full bathroom vacation villa situated in the highly desirable SW Cape Coral. Centrally located and in walking distance to restaurants and shopping. If you enjoy tranquility but being in the center of great amenities you have...

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Featured review

"Book here...you won't be disappointed"

Seven of us and we all were pleased with the house and location. So much privacy when outside and great having the boat dock and marina close. Roelens Vac Rentals was great to work with. Will definitely...

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$122
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Panoramic Oceanfront Views | Rare Corner | Two BalconiesRare corner Beach Cottages condo offering spectacular panoramic Gulf views and not one, but two private balconies. Located directly on the beach in Indian Shores, this well-maintained community delivers the ultimate coastal getaway with unforgettable...

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$198
avg per night
Anna Maria Island House
Sleeps 14, 5 bedrooms, 4 bathrooms
28 reviews

Key Amenities

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

About this property

Welcome to Breathe Inn, your island escape where the sea breeze is plentiful and the relaxation comes naturally. This beautifully renovated 5-bedroom, 3.5-bath duplex with 2 kitchens invites you to exhale and settle into vacation mode. With two fully private units under one roof, it's the perfect...

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Featured review

"Breathe Inn"

Wonderful property and perfect for families with kids. The house was clean, well appointed with everything you could possibly need, and comfortable for everyone. The pool was always clean and well maintained....

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$601
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Single Family. Park Model on the lake Livingroom - Kitchen - Dining Room - Bedroom Patio overlooking lake Includes all utilities & WiFi 55 And over Gates Community 2 Swimming Pools, Hot Tob, Tennis, Pickle Ball Courts Horse Shoes, Shuffle Board Community Center Parking for 2 Cars

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$90
avg per night
Clearwater Condo
Sleeps 5, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Search no more! This is the one!! Beautifully decorated and furnished 1 bedroom with king bed (plus den that has a pullout couch) and 1 bath available for rent in the meticulously manicured property of Pennwood Manor. Minimum rental - 3 months. 55 + community. Large heated salt water pool. Fully equipped...

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$87
avg per night
Indian Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Stylish Condo | Ocean View | Heated Pool & Hot TubStylish ocean view condo with a private balcony, perfect for sunset views. Guests can enjoy powdery white sand beaches and unforgettable cotton-candy sunsets just steps away. Beach Cottages offers resort-style amenities including a heated pool,...

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$160
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your perfect getaway! This beautifully designed 3-bedroom, 3-bathroom vacation home offers the ideal blend of comfort and convenience with a large open floor plan that's perfect for relaxing, entertaining, or simply enjoying time together. Step into the heart of the home—a bright...

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$175
avg per night
Bradenton Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Completely updated golf front condo with club privileges. Top floor unit, great view and all the best country club features. Great golf course, multiple pools, tennis, pickle ball, bocce ball. Formal restaurant, casual bar and grill, poolside snack bar and lots of outdoor casual seating.

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$133
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 35 miles to Manasota Key (North), Ft. Myers Beach (South)

Key Amenities

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

About this property

Dog-friendly condo near Charlotte Harbor, gated community, pools & modern updatesThis modern condo in Punta Gorda is perfect for a family or a group of friends seeking an unforgettable experience! Located in the Heritage Landing Golf and Country Club community, this retreat offers any avid golfer's...

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Featured review

"Great ground level condo!"

We stayed at the Breezy Palm in April, 2025. The condo was super clean, comfortable and fully equipped with all kitchen utensils and appliances. Michael was always available by email, text or phone to...

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$87
avg per night
New
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

QUINTESSENTIAL FLORIDA VACATION ON THE WATERTurnkey Furnished Seasonal / Off-season Rental in Punta Gorda Isles – Sailboat Access Waterfront! Escape to paradise this winter in this beautifully updated, turnkey furnished home located in the sought-after community of Punta Gorda Isles. Featuring...

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$232
avg per night
Anna Maria Island Townhome
Sleeps 10, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

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

About this property

Oasis by the Beach by Beach Retreats Vacation Rentals 202 69th St, Holmes Beach, FL 34217 VRC17-000120 5 Bedrooms | 4 Bathrooms | Sleeps 10 | Heated Pool & Hot Tub This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighbors Book with confidence: No cancellation...

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Featured review

"Lovely stay"

Another family and ourselves rented the property. We found it very clean and equipped to a high standard. The pool and jacuzzi were great and well used especially by the kids. The management company were...

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$580
avg per night
Palm Harbor House
Sleeps 10, 3 bedrooms, 3 bathrooms
25 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to “Ocean Oasis” by Clearwater Beach Vacation HomesOcean Oasis is a beautiful vacation home located a short drive from the beach. It features a refreshing heated pool, 4 spacious bedrooms, and 3 modern bathrooms, offering a perfect blend of comfort and relaxation for an unforgettable...

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$232
avg per night
Venice House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your South Venice vacation rental retreat — a beautifully maintained private pool home in Venice, Florida, perfectly located near Gulf Coast beaches, downtown Venice, and outdoor attractions. This pet-friendly vacation rental offers 3 bedrooms, 2 bathrooms, and comfortably sleeps up to...

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Featured review

"Perfect family getaway with a great pool"

We had a great stay at Oasis on Nightingale. The house is in a really quiet neighborhood, which made it easy to relax after long days out exploring Venice. It’s only about a 10 minute drive to the beach,...

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$317
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.