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Florida Snowbird Vacation Rentals

(3341 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

Key West Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Just a few houses off Duval, this wonderful retreat occupies the ground level of an almost 100-year-old home in one of the most desired locations in Old Town Key West. A large covered front porch welcomes you to sit and watch the Key West world go by, imagining what life was like in the early days of...

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$229
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

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

About this property

Redecorated Nov 2022 and repainted APR 2024! Large 3 bdrm, 3 bath newly decorated condo with 60 inch HDTV!Unit 602 is a large 3 bdrm and 3 bath condo with all new bedding. Our penthouse views are the best in the building and our large, private patio is the ideal place to watch the country's...

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Featured review

"#602"

Really enjoyed the Condo. The view from the deck was fantastic. Front door was a problem because it wouldn’t lock. Was glad we brought our own skillets the skillets they have weren’t quite as nice.

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$615
avg per night
Special Offer
Dunedin Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Available May 1-30 2026. Discount available for 6 month lease July - December and/or Nov-April If property is booked please consider our other property #13186.LOCATION!! This beautiful waterfront condominium community is the prime location of Dunedin. Dolphin Pointe is located on the Dunedin Causeway/Beach...

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Featured review

"Unit 206 Dolphin point stay"

I recently stayed at Kristin Savages condo at Dolphin Point in Dunedin Florida. Everything was above and beyond what we expected. Kristin was very accessible to us. The location was great. The condo was...

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$85
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

TREAT YOURSELF TO THIS CHARMING POOL HOME! - Great location in the 600 block of 95th Ave, southern exposure (for sun lovers), screened lanai, a large open pool & patio area, fully fenced backyard, and an inviting open floor plan with vaulted ceiling and skylights in the living room. - All freshly...

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Featured review

"Great location, amenities and hosts"

This was the 2nd year in a row that we rented this location and we had a wonderful time. The uncovered pool is a huge highlight for us as we like to tan so we appreciate a pool without a screen. The distance...

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$187
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental as of April 5th thru the end of 2026. Any month you like, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor...

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$85
avg per night

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Fort Walton Beach Condo
Sleeps 11, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

REDECORATED AND ALL NEW FOR 2023! Bright and Beautiful! Stunning views from large Gulf front patio and side windows!Summer Place 309 is a spacious, newly designed, ideal family unit with amazing views. This is an end unit so there are windows along the west side of the unit which means lots of sunlight...

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Featured review

"Another great vacation"

Condo wasn't ready at 4:00, they had to finish things up which was about 30 add'l minutes. Condo was clean and smelled well sanitized. Didn't have a coffee maker, so we bought one and Kim had no problem...

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$781
avg per night
Rotonda West House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Escape to the allure of Rotonda West, Florida, where modern luxury meets coastal charm in this meticulously designed 2-bedroom, 2-bathroom home. Spanning 1,343 square feet, this home is enveloped in natural light, creating an inviting retreat.This fully furnished 2 bedroom, 2 bathrooms vacation home...

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Featured review

"Immaculate house in great location"

This house is very nice and location is great. The kitchen is fully equipped with everything you could need. It has a great view of the canal from the back lanai. We spent a lot of time there grilling out....

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$100
avg per night
Cocoa Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Relax and unwind in this beautiful newly renovated condo. Sitting on the top floor of the building, the views from the DIRECT OCEAN FRONT balcony are simply breathtaking!! Views from both the front and back of the unit. Standing in the kitchen, you can watch the waves crash on the beach, or turn around...

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Featured review

"Living the Dream"

We were lucky enough to spend the month of February in this condo. It’s big, newly remodeled and the perfect location for a break from the cold KY winter.The views were spectacular, from the sunrises...

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$173
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Beautiful 2 bedroom, 2 bath condo at Hidden Lakes with views of the lake and fountain. You can sit on the lanai and listen to the sound of water or take a short walk to the heated pool, hot tub, gym, library, or steam room. Our condo is decorated to give you the feel of staying on the beach, but you are...

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Featured review

"Peaceful & Relaxing"

A Very spacious unit with a well equipped kitchen. The condo location is close to Downtown Sarasota events and activities. A perfect laid back condo atmosphere where you can fish in the Bayou or just...

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$70
avg per night
Homosassa House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Experience the ultimate getaway at this 3-bedroom, 2.5-bathroom condo in the Tradewinds Homosassa Marina Resort — a private gated community along Florida’s Nature Coast. Perfect for sun seekers, anglers, and families, the property offers direct access to the Homosassa River with a private...

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$278
avg per night
Ormond By The Sea Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Oceanfront, closest beach to Disney, next to Daytona Beach! Enjoy sunrises on the ocean right from the balcony of our large 2 bed/2 bath, sleeps 6 with option for 8; bungalow on top floor (no shared walls) with an elevator. Great for Disney vacation families, NASCAR lovers, and anyone who loves a...

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Featured review

"Fantastic stay in Ormond Beach"

Dana’s place is a little piece of paradise. We loved the roomy size of the condo and how very quiet and private it is. We enjoyed looking at the sunrise over the ocean while sitting on the couch! What...

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$245
avg per night
Ponce Inlet House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

**Sandcastle in Ponce Inlet, Florida - Oceanfront Vacation Rental**Escape to paradise with this beautiful oceanfront vacation rental at Sandcastle in Ponce Inlet, Florida. This stunning 2-bedroom, 2-bathroom unit on the third floor offers everything you need for an unforgettable beachside getaway,...

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$132
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

"Oh Happy Day" offers a perfect blend of comfort, convenience, and beachside charm, making it an ideal spot to relax and enjoy our condo on the beach. The upgraded WiFi and amenities like pools, hot tubs, and a beachfront setting definitely enhance the experience. Being near restaurants and...

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$376
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
23 reviews

Key Amenities

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

About this property

You'll feel like a millionaire in this Luxury Direct Gulf Front condo. Spend your next vacation at the popular Holiday Villas II. Hear the ocean as you sleep while the sea breeze refreshes you. This 1150 sq ft unit has been updated to include a walk in shower, new Pergo flooring throughout, and a...

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Featured review

"Cute, homey and comfortable"

This condo to stay in was amazing! It was very comfortable… Clean, everything you needed in the kitchen was there. For me, it felt like home.The views from the balcony of the water and the peacefulness...

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$358
avg per night
Iona Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Fort Myers Beach

Key Amenities

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

About this property

Escape to our 2-bedroom coastal retreat in Iona (Fort Myers), Florida — the perfect home base for a sunny getaway. Enjoy access to a heated community pool, plus a private beach area and marina just steps away. Inside, you’ll find modern comforts, a fully equipped kitchen, and a bright, relaxing...

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Featured review

"Amazing spot"

We stayed in February and we had an amazing stay. The condo is clean and well decorated. Wilson has all the extra things you may need for the beach that most don’t think about. The area has many great...

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$125
avg per night
Naples House
Sleeps 10, 3 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 2 miles to Vanderbilt Beach & Delnor-Wiggins Pass State Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax and have fun in the sun in one of Naples Park's largest vacation homes. This newly updated home has a spacious open floor plan, along with 3 large bedrooms is perfect for multiple families traveling together or couples. The living room features an over-sized sectional and 65 inch TV. The...

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Featured review

"Beachcomber"

Comfortable beds, plenty of space with lots of seating areas. Good location. Would definitely go back

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$216
avg per night
Daytona Beach Shores House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

Salida Del Sol – Unit 404 | Ocean & River View Monthly RentalWelcome to Unit 404 at Salida Del Sol, a stunning 3-bedroom, 2-bathroom condo offering breathtaking ocean and river views. Wake up to gorgeous sunrises over the Atlantic and unwind with breathtaking sunsets over the Intracoastal...

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$175
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Located in the Heart of Naples, Beautiful 2 bedroom 2 bath condo, with canal and boat dock availability. The canal leads to the Gordon River, to the bay and eventually the Gulf.The unit is located on second floor of 2 story building. Wi-Fi and cable are include. The condo is located 1 mile to the...

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Featured review

"Excellent vacation experience"

We had an excellent vacation experience at this property. The condo was exactly as depicted and promised. It was a soothing comfortable space to stay with spacious snd spotless rooms that provided adequate...

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$170
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Relax in this modern coastal home that is impeccably decorated with a clean and crisp design. The main living area’s wall of windows brings the outdoors in as you gaze out onto the pool, spa, 106 ft of waterfront, and beautiful, tall Royal Palm trees. Enjoy the abundance of outdoor space offering...

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Featured review

"Perfect Place to Stay in Naples!"

The photos of the house are wonderful, but the house is actually MORE lovely than the photos can depict. It is beautifully and comfortably furnished, and thoughtfully laid out so that the guestrooms are...

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$851
avg per night
Siesta Key Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Siesta Beach access 7

Key Amenities

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

About this property

*Calendar month rentals only* 2026 Rates May-November (7-month lease) - $3000 per month plus utilities December - $6900 per month plus utilities January $7900 per month plus utilities February & March - $9800 per month plus utilities April - $7900 per month plus utilities50% deposit upon...

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Featured review

"My stay at the Canal Place in Siesta Bungalows"

I am thoroughly enjoying my stay at Siesta Bungalows!!! My place is clean, quiet, and in a fabulous location!! I am about a 5 minute walk to the village and only a 7 min walk from the breathtaking Siesta...

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$100
avg per night
Special Offer
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Four Freedoms Beach

Key Amenities

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

About this property

This 3-bedroom, 2-bathroom vacation rental offers, 3 50-inch Smart TVs, Free WiFi, a private spacious fenced in backyard with a large heated pool where you can enjoy the sunshine or a comfortable night under the lanai. .Whether you're in town for a fun weekend or a snowbird flying South for the...

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Featured review

"Cape Coral visit"

We enjoyed our stay and have nothing but compliments for the owners Joyce and Marc. The accommodations were nice and adequate. The pool was enjoyable and the temp was perfect. I would recommend this...

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$139
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This exceptional, highly sought-after Arabella II floorplan is a beautifully furnished end-unit condo offering the ultimate in comfort and style! It is the largest floorplan of the Verandas at 1569 sqft. Enjoy spacious living with vaulted ceilings and an abundance of natural light. This exquisite floorplan...

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Featured review

"Beautiful condo, wonderful community."

Our stay in this condo was awesome. It was exactly as described in the listing. Beautiful furnishings, comfy bed, fluffy towels, high end dishes and cutlery, every kitchen gadget you might need to prepare...

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$76
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.1 miles to Cape San Blas Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Pool
  • WiFi

About this property

Trudy May’s Bayhouse is a bayfront 4BR/3BA home on Cape San Blas, offering the best of both worlds—peaceful bay living with easy Gulf beach access just across the street. The home sleeps up to 10 and features a 500' dock on St. Joseph Bay, ideal for boating, fishing, kayaking, and paddleboarding...

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$586
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Escape to captivating Marco Island and enjoy all of the comforts of home in this lush, tropical setting. Our 2 bed, 2 bath condo has been completely renovated and beautifully decorated . The living room and both bedrooms enjoy breathtaking views of the white sand beach and the stunning Gulf of Mexico....

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Featured review

"I Loved My Stay"

We had an absolutely fantastic stay at this condo at 140 Sea View Court on Marco Island, Florida! From the moment we arrived, everything exceeded our expectations.The location is unbeatable — just...

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$183
avg per night
Sanibel Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Beautiful Sanibel Island! We warmly invite you to unwind and enjoy your stay in our charming oasis. Relax on the dock, take a refreshing dip in the private pool, or simply bask in the tranquility of our property. For those seeking adventures, inquire about private fishing charters, island excursions,...

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$429
avg per night
Special Offer
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll...

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$155
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 7 miles to Bahia Honda State Park

Key Amenities

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

About this property

This newly remodeled home is cozy, yet spacious.This open concept, single family home is located on a canal and just a few seconds from the ocean. Fully furnished with Keys-inspired touches, this home comfortably sleeps 6 people with 3 bedrooms and 2 bathrooms.Spend the day at Bahia Honda State...

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Featured review

"Big Pine Vacation"

We stayed in the rental for February and March of 2024 and loved it.Very quiet with friendly neighbors.Wonderful outside area and perfect boating with easy access to the ocean or gulf.Already have our reservation...

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$225
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy a beautifully fully renovated first floor Vernadas unit! Brand new everything!! Top of the line appliances, ceramic tiles throughout whole unit, all new tall cabinets in kitchen and baths with beautiful granite and very unique back splash in the kitchen. Bathrooms are much spacious, showers have...

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$250
avg per night
Key West House
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

The welcoming views at Coral Cove are waiting for you! This brand new two-bedroom, two-bathroom home is located on the open water and canal on Saddlebunch Key, just a stone’s throw from the famous “Baby’s Coffee.” You’re at Milemarker 15 and Key West is just minutes away!This...

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$150
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 2nd-floor luxury coach home with golf in Babcock National's gated community. This open-layout Coach Home has fantastic sunrise views of the fifth fairway. You will enjoy the split bedroom floorplan with three extremely spacious bedrooms with walk-in closets and two full baths, including...

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Featured review

"Babcock National Condo - Fell in Love!"

The condo is perfect. The 2nd floor condo has lots of space and very nicely furnished. Kitchen was well stocked with most anything a cook would need. The lania is the place to be to watch the golfers...

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$145
avg per night
Longboat Key Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Newly renovated & furnished 1/1 second floor condo with wonderful view of Bishops Bayou on the uncrowded north end of Longboat Key. Whitney Beach has a beautiful natural stretch of beach as well as many amenities including tennis / pickleball courts, swimming pools, shuffleboard & boat docks...

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$167
avg per night
El Jobean Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Multiple

Key Amenities

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

About this property

Please scroll down to our website link to check availability and instant booking!***SUMMER SPECIALS!!!** 15% off 30+ day booking **10% off 10+ day booking *** 20% OFF 3-6 Month stays too!!! (Must book before April 1st-Discounts apply for bookings between June 1st through October 31st 2025-Seasonal...

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$186
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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$129
avg per night
Special Offer
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to The Naples Beach and Pier

Key Amenities

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

About this property

This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...

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Featured review

"Home Away From Home!"

We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...

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$121
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
Largo Mobile home
Sleeps 7, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to 1

Key Amenities

  • Air conditioning
  • WiFi

About this property

Cozy 3-Bedroom Mobile Home Near Clearwater BeachEnjoy a comfortable stay in our 3-bedroom, 2-bath mobile home, perfect for families or groups of up to 8 guests. Each bedroom features its own TV and air/heating, the living room has a TV, and the kitchen is fully equipped.Located in the Clearwater/Largo...

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$148
avg per night
New
Special Offer
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Lido Beach

Key Amenities

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

About this property

Welcome to your resort-style escape in the prestigious Lakewood National Golf Club. This beautifully furnished two-bedroom, two-bathroom condo, located on the second floor, offers the perfect blend of comfort, luxury, and breathtaking golf course views.Step onto the private lanai and take in the peaceful...

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$77
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Across the street path, easy walk 1 block

Key Amenities

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

About this property

Large modern furnished condo with 2 bedroom plus den/office, 2 large bathrooms, fully equipped kitchen, large living room, 3 balconies off each bedroom and living room, all 3 overlooking Intercoastal waterway, double entryway off indoor hallway. Amenities include; Large swimming pool, hot tub, pool/ping...

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$97
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 400 feet to Siesta Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Prime location, being only two minutes walk to Siesta Beach entrance from this attractive three bedroom, two bath florida ranch! You live around the ground level pool with large patio doors openings from the two living areas and kitchen/dinning area. The home has been freshened with a very nice decor...

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Featured review

"Fantastic place"

This home is absolutely beautiful and spotless! Has every amenity you could want and is so close to the beach! Working with the host was very easy and very accommodating. You would totally enjoy this stay,...

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$553
avg per night
Marathon Bungalow
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 3 miles to Sombrero Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Start planning your perfect escape to the Florida Keys! Blue Ocean Bungalow is ideally located on a wide, deep-water canal with easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas with canal views, cozy sunroom...

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Featured review

"Wonderful keys retreat!"

Thank you . We had a great time..we fished, snorkeled and spent a wonderful time with family and friends.. we all highly recommend!!

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$307
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Barefoot Beach

Key Amenities

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

About this property

Bonita Village is a luxury gated condominium community located in beautiful Bonita Springs, Florida just minutes from some of the best beaches in the world. With both our large Resort Pool and tranquil Quiet Pool, relaxation is all but guaranteed! Fancy a workout? Our Island House Clubhouse offers a state-of-the-art...

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Featured review

"Perfect Atmosphere"

Spent two weeks in Bonita Village condo and didn’t want to leave. Friendly guests, owners and staff made us feel welcome. Pool and bar plus 5 minute shuttle service to Barefoot Beach make this an ideal...

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$209
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom (King and 2 Singles), 2 Full Bathrooms, Ground Level walk-out on Clam Bay (960 sqft + large Lanai) ... TV's in Living Room and Master Bedroom ... Cable and WiFi ... Dishwasher, Washer/Dryer, updated Kitchen and Bathrooms ... Beach-going accessories & Private Beach access ... 2 pools...

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$160
avg per night
Madeira Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 500 feet to Madeira Beach

Key Amenities

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

About this property

Single Family Home located on the intercostal water of Boca Ciega Bay. Fish off the dock in the back yard along side the inground pool and just steps from the Gulf beach out the front door. There is a spacious master bedroom with a king bed and a second smaller bedroom with a queen size bed. Two full...

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Featured review

"Great stay!!"

Such a wonderful house and wow, the pool on the inlet is amazing!! Sunrises were gorgeous from the dock. House has everything you need for the stay. Bed was very comfy and nice updated bathrooms. Location...

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$249
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

***Long-term annual option $ 3500 without utilities***Weekly rental rentals $1500Rose Garden Retreat | Luxury SW Single Family Cape Coral Pool Home with oversized lania, backyard, and private fenced in backyard! (:-Pet Friendly-:)Walk to Tarpon Point Marina, Westin & Waterfront DiningAvailable...

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$214
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Cape Coral Yacht Club Beech

Key Amenities

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

About this property

Relax in Comfort, Technology, Luxury & Heated Pool - Adults Only Property Welcome to Cape Coral Florida; while you're here why not enjoy this beautiful 3 bedroom, 1 Office/Workout room with 2 baths, Heated Pool and Outdoor Kitchen area home built in November 2017; the Home is constantly being...

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Featured review

"Nice break from cold"

We enjoyed our stay. thank you. Convenient location for Publix , Walmart, nice restaurants. Cape Coral+!

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$146
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 35 miles to Naples and Vanderbilt beech

Key Amenities

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

About this property

luxury living with this exquisite Diangelo II second-floor unit, nestled within the prestigious Ave Maria Nation Golf and Country Club. This 2-bedroom, 2-bathrooms plus Den has a sleeping option and office space residence offers a unique blend of sophistication and comfort, all set against the backdrop...

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Featured review

"Our stay at the National"

We really enjoyed our time at the National and in the town of Ave Maria. The golf course was well run and it is really a very nice course. Our condo owned by Ashok, was clean, comfortable and in a great...

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$100
avg per night
Big Pine Key House
Sleeps 5, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

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

About this property

Stay where the palm trees meet the ocean. The Egret House is a quaint and charming home nestled in the lower Florida Keys. This spectacular home is in the perfect location in the highly desirable side of the island. Cozy 2 bed, 1 bath property with open water access, heated and cooled saltwater pool,...

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Featured review

"Wow, just Wow"

We stayed from middle of June to middle of July this year and can tell you, you will not find a more relaxing vacation spot that this one. Scott was incredible from the first day we connected until we...

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$442
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

***Watercrest is currently having exterior balcony & concrete work performed on the north (street side) of the building. Noise and dust are to be expected. This exterior work is expected to last through May 25, 2026, with that date being subject to change. Prices have already been adjusted to reflect...

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$239
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful Fully Renovated Condo in Gated Emerald Lakes Community Spacious 3-bedroom, 2-bathroom corner unit available for annual lease starting 4/15/2026. This beautifully updated condo features an open-concept floor plan with an enclosed lanai that extends the living space — perfect for relaxing...

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Featured review

"Exceptional Condo and Owners"

We rented this condo for three months. It was beautiful and had every thing we needed. We have been seasonal renters for many years and this was at the top. We loved the location in North Naples. It was...

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$93
avg per night
Islamorada Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Mile Marker 75 – Bayside4 bedroom 3 bathPalm Cottage South, is a charming, modern home directly on the canal with a heated, private pool, dockage, and access to the Port Antigua community sandy beach. Dockage for 24′ boat max on the lift pictured.Elevated for great breezes and...

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Featured review

"House was great with all the amenities!"

Great house, pool, and area. Lots of attractions and wonderful restaurants. Also, great people to work with.

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$500
avg per night
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FAQ

Cost & Budgeting

What are the most affordable cities in Florida for winter rentals?

Storage Cafe reports that Venice, Vero Beach, Fort Pierce, Naples, Fort Myers, Tarpon Springs, and Clermont are among the most affordable cities for winter rentals. These cities offer a variety of winter rentals in Florida for under $3,000 a month.

Are utilities typically included in monthly winter rentals in Florida?

Yes. Essential utilities such as air conditioning, heating, and Wi-Fi are listed under Amenities in a rental’s description.

How can I find hidden fees or extra costs associated with winter rentals?

Scroll through the property’s description to find the Fees section to find cleaning costs, management fees, resort fees, etc.

What is the average cost of a winter rental in popular Florida destinations like The Villages, Naples, or Siesta Key?

According to Zillow, the average cost of a winter rental in The Villages is $2400, and in Naples it’s $5000. In Siesta Key, the average cost of a winter rental is $7000.

Location & Lifestyle

Which Florida coast (Gulf or Atlantic) is better for affordable winter rentals?

Florida’s Gulf Coast is the more affordable option for winter rentals.

What are some of the best small towns in Florida for snowbirds on a budget?

Titusville, Melbourne Beach, Ponce Inlet, and Sebring are just a few of the best small communities in the Sunshine State for snowbirds on a budget.

What are the pros and cons of renting in a 55+ community for the winter?

One pro is that you have a gathering of potential friends close by. Also, many of these communities offer access to a clubhouse and exercise facilities as well as provide regular lawn maintenance. One downside is that most of these communities have a lot of rules to remember. Plus, the advertised features and services often come with extra fees to cover the costs.

What are some popular activities and attractions for winter visitors in Florida?

The Jacksonville Zoo hosts a Zoo Lights event in December. The Naples National Art Fair in February showcases a variety of artwork. The Marie Selby Botanical Gardens in Sarasota is a big draw for visitors in the wintertime. Fort Myers has 18-hole golf courses open to golfing enthusiasts year-round.

Logistics & Planning

When is the best time to book a snowbird rental in Florida for the best rates and availability?

It’s best to book a snowbird rental at least six months ahead of time. Booking six months ahead of peak snowbird season (October through April) allows you a larger selection of housing options while rental rates are still relatively low.

What are the typical lease terms for snowbird rentals in Florida (e.g., monthly, 3-month, 6-month)?

Typically, snowbird rentals in Florida have monthly lease terms. But some owners offer discounted rates if you agree to lease for a longer period of time.

What documents do I need to provide when applying for a snowbird rental?

When applying for a rental, you need your identification (driver’s license), social security number, contact information, proof of income, and personal references.

How far in advance should I start my search for a snowbird rental?

It’s wise to start your search one year ahead of time to take advantage of the largest number of options.

Accommodation & Amenities

What are the essential amenities to look for in a snowbird rental in Florida?

Some of the essential amenities to look for include air conditioning, heating, fast Wi-Fi, cable/satellite, parking, a washer/dryer, and a kitchen stocked with appliances and dishes.

How can I find fully furnished snowbird rentals in Florida?

Including the keywords “fully furnished” in your online search is an easy way to find these types of rental properties.

What are the differences between renting a condo, a single-family home, or a villa for the winter?

A furnished condo with multiple amenities is an affordable option for social snowbirds who want neighbors nearby. A furnished single-family home may not have the same types of amenities as a condo, but it offers more privacy. Villas offer much more luxurious surroundings than a condo or a single-family home. But villas are the least affordable of the three housing options.

Are there communities specifically designed for snowbirds in Florida?

Yes, there are communities specifically designed to meet the expectations of snowbirds in Florida.

General Information

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What should I know about Florida's climate and weather during the winter months?

Florida has mild winters with very little rain. The high temperatures are between 60 and 70 degrees Fahrenheit, while the low temperatures sometimes fall to around 40 degrees.

What are the advantages of a winter rental in the Florida Panhandle versus South Florida?

The Florida Panhandle is more affordable than South Florida. Also, the beaches in the Panhandle are less crowded, and the atmosphere has more of a laid-back vibe than South Florida.

Finding & Booking

What are the most reliable websites and resources for finding winter rentals in Florida?

Vrbo, Florida Rental by Owners (FLARBO), and, of course, Florida Rentals are three reliable resources for locating winter rentals.

How can I avoid rental scams when looking for winter accommodation in Florida?

According to the FTC, you should be suspicious of a rental with extraordinary amenities that’s available at a very low rate. An owner who pushes you for a fast decision or asks for payment via a gift card or wire transfer is another red flag.

What are some tips for negotiating the price of a winter rental?

Research the rental rates of condos or homes in the surrounding area so you have an idea of what other property owners are charging. Express interest in renting for three months or more. The owner may agree to lower the rent in exchange for a long-term booking.

What are the cancellation policies for most winter rentals?

Generally, if you cancel less than 60 days before your scheduled arrival, you’re likely to lose your rental fee. Trip cancellation insurance can give you peace of mind if circumstances change.

Flexibility & Short-Term Stays

Can I find month-to-month rentals in Florida, or do I need to commit to a longer-term lease?

Month-to-month rentals and long-term leases are both available in Florida.

What are the pros and cons of a monthly rental versus a traditional annual lease in Florida?

One of the pros of monthly rentals in Florida is that you can try out different places before making a long-term commitment. Also, if you have to return home, you aren’t locked in a year-long lease. A downside of renting month-to-month is that someone else may book the property before you let the owner know you’d like to stay.

Are monthly rentals available in all parts of Florida, or are they more common in tourist areas?

Monthly rentals are available in all parts of Florida, but are especially common in tourist areas to accommodate people on different travel schedules.

How does the cost of a monthly rental compare to a weekly or nightly rental in Florida?

In many cases, going with a monthly rental is more affordable than shorter-term options.

For Different Needs

How can I find monthly rentals that are suitable for business travelers or digital nomads in Florida?

When looking for a monthly rental in Florida, include the keywords “business travelers” or “digital nomads” to narrow the search.

Are there monthly rentals available near major hospitals or medical centers in Florida?

Yes, there are monthly rentals located near medical facilities in Florida.

What are some options for temporary housing in Florida while relocating or searching for a permanent home?

Renting a condo on a month-to-month basis is one option if you need temporary housing. An Airbnb is another option when you’re in-between permanent addresses.

Can I find monthly rentals that include services like housekeeping or laundry?

You may be able to arrange for housekeeping or laundry services depending on the amenities offered by the property owner. Many monthly rentals in Florida include the use of a washer and dryer.