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Florida Gulf Coast Vacation Rentals

(3638 rentals)
Siesta Key Apartment
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful ground floor 1 bedroom/1 bath unit with screened porch at White Sands located just a few blocks from Siesta Key public beach. Community coin-operated laundry right outside door. Covered parking with community pool and clubhouse. Unit has beach chairs, umbrella and beach wagon. 2 TVs with WIFI....

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$198
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautifully furnished 3 bedroom 2 bath lake front condo located in the gated West Lake Gardens of St Andrews Park at the Plantation Golf Community is your winter home away from home. One car garage. Beautiful, light and airy home. Community pool for you to lounge around when you are not at the beach....

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$100
avg per night
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Ours is a beautiful water front apartment with all the amenities desired for a long stay. Aside from the spectacular view of the Gulf where dolphins are often seen frolicking in front of you own balcony, the apartment has a newly renovated kitchen and bathrooms, internet and cable access, as well as,...

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Indian Rocks Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Newly renovated and just listed on the beach. Top floor condo with water views. New furnishing, oversized balcony, and cathedral ceilings. Incredible kitchen with new cabinets, quartz countertops, and appliances. Sleeps 6 with a queen size foam mattress hide-a bed. Heated pool along with a spa. ...

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$217
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Lido Beach and St Armand's Beach houseNEW PROPERTYDreaming of sunshine, beautiful sandy beaches, and warm turquoise Gulf waters? Your airy and bright 3-bedroom, 2-bathroom Lido Beach paradise is ready to make that dream come true! Located at 180 Emerson Drive, Sarasota, FL, this charming...

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$562
avg per night

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Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Southwest Florida - the area beaches are open for your enjoyment!Privacy and seclusion abound is this desirable south Fort Myers home. Perfect for families, the outdoor living space will delight you! Surrounded by tropical foliage on all sides, you will enjoy a private pool, spa, outdoor...

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$231
avg per night
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Sunset Seacret — your island escape at the Margaritaville-inspired One Particular Harbor! Step inside to bright, breezy coastal charm, a spacious chef’s kitchen, and 16 ft. glass doors that open completely to your screened waterfront lanai—perfect for morning coffee or sunset...

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Featured review

"Gorgeous Unit"

Our 3 bedroom/3 bath unit was clean and gorgeous. Property felt very safe. Giving a 4 star rating only because the property pool in way too small for the number of units it serves.

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$370
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
10 reviews

Key Amenities

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

About this property

1 Bedroom Condo; Fourth floor, Bay and Gulf views, sleeps up to 4, Kitchen w/ dishwasher, microwave. Sofa bed in L/R, King bed in B/R, cable T.V. On private beach, at the northern tip of Lover's Key. Pool and Spa. Trolley stop to Fort Myers Beach attractions near by.LOVERS KEY BEACH CLUB Located...

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Featured review

"Great place"

We could not ask for more. A clean place, a great place for a couple, a private beach, a great view from the balcony, long walk to the lovers key beach, a big swimming pool with a spa. Janice is always...

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$183
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
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 8 miles to Yacht Club Cape Coral

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

Villa Sanibel is located in a quiet residential area on the canal. Also there is a boat dock for a rental boat. It is especially nice to sit under the Tiki Hut and enjoy the sunset.The large villa has a lot of space and is comfortably furnished, four bedrooms, three bathrooms, living and dining room,...

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Featured review

"Great experience"

The location of the house is on a beautiful place from Cape Coral. The furniture is choosen with care and loviness. We spend some weeks in this house and hope to come soon.

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$237
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Please do NOT call but send an email instead!!!Gulf access** On Lake Finisterre** southern rear exposure** heated pool (electric)** built in 1995 but remodeled in 2008** quiet location, minutes to Cape Harbour and Tarpon Point** Wi-Fi** 3 bedrooms (all have king beds)** two bathrooms plus pool bath**...

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Featured review

"Good stay"

Good venue for a family vacation. Place was clean, no beach but good location. We will visit again. Price was right on. Thank you for a great vacation.

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$273
avg per night
Siesta Key Bungalow
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.4 miles to Beach access 10 of Siesta Beach

Key Amenities

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

About this property

*Calendar month rentals only*May-November (7-month lease) - $3000 per month plus utilities December - $6900 per month plus utilities January, February, March, & April - $9800 per month plus utilities50% deposit upon booking, balance 90 prior for monthly rentals. Check the calendar for...

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Featured review

"We Keep Coming Back"

It's all about The Lily Patch on Palm Island in the village of Siesta Key!!! We've love it so much that we've signed up again for 2021 (Winter #3) and sent in a donation to the neighborhood HOA this time. Bring...

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$268
avg per night
Bradenton House
Sleeps 9, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Dolphin Bay! Short Drive to the World Class Beaches of Anna Maria Island Bring your Boat or other Water Toys! Heated Pool, Sunset Views, Dolphin Activity Peloton Bike+ Fully stocked kitchen & BBQ Grill High-speed Wi-Fi, Smart lock for Self Check-in*Construction taking place...

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$702
avg per night
Siesta Key House
Sleeps 10, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Discover your Siesta Key oasis! This gorgeous 4-bedroom, 3-bath house boasts a private pool, updated interiors, and a prime location near the beach. Enjoy a fully-equipped kitchen, high-speed internet, and a spacious layout that comfortably sleeps 10. Relax on the covered lanai, soak up the Florida sun,...

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$365
avg per night
Fort Myers Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

FMB STR #22-0630No hurricane damage to this condo! This condo is available for rental occupancy.The VIBE is back on Fort Myers Beach!The beautiful Gulf Coast beaches are open, and the Estero Beach & Tennis Club has re-opened while they complete their finishing touches. This may include...

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$168
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Amazing 3BR/2BA Amenity Rich Naples Paradise Vacation or Short Term/Longer Term TURNKEY Fully Furnished and appointed Condominium - This very popular luxury appointed luxurious and spacious amenity rich San Pablo floor plan is being leased turnkey/furnished and has three bedrooms, two full baths, two-car...

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$83
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal rentals starting October 2025!CALLING ALL BOATERS AND BEACH LOVERS! Take a look at this fully furnished 2 bed / 2 bath BAY FRONT end unit condo in Little Hickory Bay. Water views from every window! Southwest rear exposure provides stunning views of Little Hickory Bay itself, right from your...

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Featured review

"Little Hickory Stay"

Love this unit!!! Well appointed corner unit. Nice and bright with great view of the back water. Close to the beach, Doc's and Coconut Jack's. Thanks Lynda and Carla!!!

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$171
avg per night
Venice House
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

VACATION POOL HOME PARADISE * GOLF MEMBERSHIP TRANSFER AVAILABLE! *Golf cart included*Welcome to your dream retreat in the highly sought-after Wellen Park Golf & Country Club! This beautifully decorated, turnkey Angelina floorplan offers the perfect blend of luxury, comfort, and resort-style...

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$266
avg per night
New
Punta Gorda Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful first floor condo on the canal. Great pool and close proximity to fisherman’s village and downtown Punta Gorda.. Master bedroom with King bed. Guest room with two full beds and queen size sleeper sofa. Newly renovated.

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$129
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This property is located in Southwest Florida close to many attractions and services. Located less than 4 miles to the beautiful stunning white sand beaches. Condominium offers 1500 square feet, 2 bedroom, 2 bath home. Large Master Bedroom includes King Sized bed with walk in closet and fully furnished...

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Featured review

"Quiet Retreat"

What a wonderful property with swift access to so much! Pop down to Naples, or over to Sanibel or just stay in town for great restaurants and quiet beach access. Wonderful, generous, hosts who went above...

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$108
avg per night
Bonita Springs Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 6 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Snowbirds Paradise! Come out of the cold and enjoy a winter lounging by the pristine community pool, work-out in the on-site gym, enjoy community activities and socials and retreat to this spacious and impeccable villa! All the comforts of home in this fully furnished 2 BD/ 2 BA + Den (1 King, 1 Queen...

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Featured review

"Just Perfect!"

Very comfortable and nicely appointed. We thoroughly enjoyed our time there and plan to return! The evenings watching TV or Entertaining friends on the Lanai were lovely . We also enjoyed the community...

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$153
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Take a break and unwind at this peaceful oasis. Less than five minutes walk from the beautiful Vanderbilt beach, bring your favorite beach attires and relax for a month? Why not more? It is beach time EVERYTIME! This condo has been newly renovated!

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$222
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Coastal comfort is what comes to mind when you walk through the front door. From the wall colors to the tile beneath your feet; you are immediately drawn in and want to enjoy the Florida life! And, it is all updated! Our condo offers two lanai’s, one off the master to enjoy the morning sunrise...

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$74
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 9 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Blue Lagoon, a friendly villa in the west of Cape Coral with beautiful views at a canal crossing. The most beautiful part of this villa is certainly the pool terrace with south-east orientation and lots of space. There is a dining area with barbecue, a cosy lounge area, and for siesta several sun...

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Featured review

"Villa Blue Lagoon Vacation"

My husband and I just left this paradise of a home in Cape Coral. Location is amazing, the home is gorgeous and the management team was so kind and supportive! The private pier was perfect for my husband...

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$284
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool

About this property

DECEMBER AND JANUARY SPECIAL!!! HURRY!!! Everything You Could Ask For and More in this beautiful and relaxing 2 bedroom condo with a Gulf view. This condo complex is one of only two on the island that is gated for your security. As you enter the condo, you are greeted by a wet-bar and cabinets for extra...

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$211
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

One of a kind 2300 sq. ft pool home. Walk or ride to the beach. Free Delnor-Wiggins beach parking pass. New over-sized swimming pool and travertine stone pool deck. Property has Southern exposure, and is completely enclosed on all sides. Upscale everything: large screen TVs in living room and bedrooms,...

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Featured review

"Relaxing"

Everything was really clean comfortable. Pool was great and kept nicely warm. Kitchen had everything you could need The only down side was outdoor furniture needed adaquate cushions it was really uncomfortable

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$456
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
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 4 miles to Clam pass beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Our renovated first floor condo features new - travertine floors, kitchen, appliances and bathrooms. We are just steps to the pool and sauna for our condo buildings only as well as a magnificent view of the lake behind the condo. 160 acres of mature green space to enjoy with tennis and clubhouse...

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Featured review

"Well-equipped condo in a nice community in a good location for a fair price."

My husband and I have been coming to Naples for many years and have rented several condos. This was our favorite. The location, in a gated community off Pineridge Road not far from 41, is convenient to...

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$136
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious, 1st floor (no steps) corner Veranda Condo, which is the largest available in the gated community of Wellen Park and Country Club. With a total of 1886 sf. Includes front and back lanai, all new furnishings throughout, fully appointed kitchen including dishes, Oneida silverware, Glasses, pots...

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Featured review

"Venice Florida Trip"

Great location - golf course, beach, shopping, entertainment, restaurants! The unit was virtually brand new with all the conveniences of home. Really enjoyed the Venice area! I will definitely plan on...

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$133
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Siesta Key/Crescent Beach

Key Amenities

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

About this property

This exquisite Coastal House with all brand NEW furnishings has a beachy style with King size beds in ALL 3 bedrooms! It’s conveniently located just 3.8 miles from #1 Siesta Key Beach, only 5 miles to downtown Sarasota, just 7.5 miles to Lido Key Beach/St. Armand's Circle, 2 houses down from...

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Featured review

"Newly Remodeled, Super Clean!"

We had a lovely stay at this newly remodeled home in Sarasota. We enjoyed morning coffee on the back patio after a great night's rest in the king size beds (three KING beds--what a bonus!), and we definitely...

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$325
avg per night
Estero Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 10 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This 2200 sq ft Bella Terra Townhome offers the perfect "Resort " type feel with all the amenities Super close at hand and enough space inside to really stretch out. The Townhome is 3 bedroom, 2.5bath, also includes an upstairs media/ den space. You will appreciate the 1-minute walk to all...

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$160
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Our Property is owned and has been very well maintained by us! 1st Floor Unit which has an incredible view of the Lake from the Lanai.2 Bedrooms, and 2 Full Baths as well as a separate garage for parking your vehicle, and also a separate parking space!The condo is equipped with all semi new appliances,...

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$153
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful pool (low chlorine) with spa (as always spa is not guaranteed) and large pavered pool deck** pool access from 2 bedrooms** Walking distance to Cape Harbour and Publix supermarket**

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$215
avg per night
Fort Myers Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Available January through April 30. 30 day minimum. Beautiful 3/2 condo on 5th floor with great views of the bay and canal. This condo was just renovated in May 2022 and the master was gutted to the studs to bring it up to date and make it an oasis. New paint, baseboards, and flooring, along with new...

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$167
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Englewood Beach

Key Amenities

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

About this property

Enjoy breathtaking views of the Rotonda Canal w/ over 80' of private waterfront while sitting by the pool. As you step inside this home, you are greeted with a light and bright welcoming feeling. The beautiful front bay window fills the room with tranquil light. The modern kitchen provides ample...

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Featured review

"Wonderful house, excellent place to escape an Ohio winter"

Beautiful home, minutes away from Manasota, Englewood and Middle beaches. Relaxing heated pool, stocked kitchen, comfy beds, plenty of closet space and in a quiet neighborhood. The owner was very kind and...

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$190
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom, 1.5 bath condo on 2nd floor. Walk in shower, bedroom 1 has queen bed, bedroom 2 has 2 twin beds. Living room has 50” smart TV with Wi-Fi included. Fully equipped kitchen with granite countertops. Screened lania with table and chairs. Assigned parking spot near stairs, also has quest parking....

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$156
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
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Yacht Club Cape Coral

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Dolce Vita - Dream villa for a perfect holidayAre you looking for a modern high-quality furnished villa in central but yet quiet canal location? Then the Villa Dolce Vita is ideal for you! This villa will delight you.Three high-quality bedrooms, two bathrooms and a living area with a kitchen...

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Featured review

"Beautiful house"

The house was absolutely beautiful. Even nicer than the pictures. Would love to stay again next year

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$270
avg per night
New
Palm Harbor Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Your family will be close to everything when you stay at this centrally-located place.

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$250
avg per night
Naples House
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

One Bedroom, one Bath, Laundry, Kitchen Seating in Garden Facing Lake Parking for 2 vehicles Includes all utilities and WiFi Club House - Two Pools - Tennis - Pickle Ball Courts Horse Shoes, Shuffle Board

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$90
avg per night
Sarasota House
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 8 miles to Lido Key

Key Amenities

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

About this property

* New Resort Style Backyard!Welcome to Saltwater Siesta — a family favorite near IMG Academy and the Gulf’s top white-sand beaches! Enjoy the new resort style outdoor space! Lounge by the heated (no heating fee!) saltwater pool, play mini putt, bocce, frisbee golf, yard and pool games....

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$550
avg per night
Hernando Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Best Location In Hernando Beach!Azalea by the Sea is a great vacation spot! We offer lots of water activities for you to enjoy during your stay!Kayaks, paddle boat, a water mat, fire pit & more right in your backyard! Drive just 5 minutes north and enjoy a day on the Weeki Wachee River!...

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$275
avg per night
Bradenton Condo
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to Holmes Beach Retreat! Sleeps 7 Water Views of Anna Maria Sound! Sunset Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for all of your favorite home...

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$434
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful and colorful resort style condo. This condo has a beautiful Lakeview and is walking distance to the pool. 2 bed 2 Bath, fully stocked with towels, beach chairs and full kitchen. Close to Tin City and the popular downtown fifth Avenue and third Street let’s not forget the fine dining and...

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$127
avg per night
New
Fort Myers Condo
Sleeps 6, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Estero Pointe — Your Seasonal Retreat in Paradise! Available for the full season 2026, minimum 3 months. Discover the charm and ease of Southwest Florida living in this beautifully appointed home located in the exclusive gated community of Estero Pointe. This stunning seasonal rental...

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$260
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Lake Views, Pickleball, and a Lanai You’ll Never Want to Leave – New Naples Vacation HomeWelcome to Your Next Favorite Vacation Spot! Picture this: You, sipping coffee on a breezy lanai, gazing over a peaceful lake and nature preserve—while mentally preparing to dominate at pickleball...

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Featured review

"Definitely coming back"

We had a wonderful stay at Sleep, Swim, Smash (Pickleball) – Arboretum 2BR/2BA Getaway in Naples. The condo was clean, comfortable, and thoughtfully set up with everything we needed for a relaxing and...

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$144
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 12 miles to Tiger Tail Marco

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...

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$117
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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$217
avg per night
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

Only 4 miles from Siesta Key, this charming second floor condo features 1 cozy bedroom with a queen bed. It is perfect for a wonderful getaway or a long stay. This is a very convenient location, with great stores, restaurants, and parks close by. This condo also features a balcony with a water view. The...

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Featured review

"Wonderful spacious condo, close to aménités & 10 minutes from Siesta Key!"

Location is great … easy access from I75, close to all aménités with Siesta Key about 10 minutes by car! The spacious, quiet and cozy condo is very clean and tropically decorated! Kitchen is well...

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$130
avg per night
Warm Mineral Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful 2 bedroom 2 bath, 1 car garage condo on 2nd Floor of a two story building in Sabal Trace. Over looks a quiet lagoon for maximum privacy and serenity. Furnished seasonal rental is available from November 2025 through May 2026. Spacious living space, lovingly furnished for your enjoyment. Galley...

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$117
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.