Book Direct & Save - No Booking Fees

Florida Gulf Coast Vacation Rentals

(3917 rentals)
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View at just $14,000/month in season! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental...

View all property information

$405
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfectly located 2 bedroom/2 bathroom condo is directly across the street from the gulf beaches. Pelican Cove is located in a small, private complex on a very unique part of the Island. It is one of the few condos with views of both the Gulf and the Bay. Pelican Cove is just 40 yards from one of the...

View all property information

Featured review

"Perfect"

Our stay at Pelican Cove 3 couldn't have been better. The condo was clean, steps away from the beach, and check in was a charm. We truly enjoyed our evening view of the beach and the sunsets from our balcony....

See all reviews

$211
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

RESERVE NOW! PRICES INCREASE MARCH 1, 2026**Still Available for snowbirds!!**This beautiful 1581 square foot home built in 1993 is the perfect place for anyone looking for a spacious and updated living space. With 2 bedrooms, 2 bathrooms, and a den, this first floor corner condo offers plenty...

View all property information

$153
avg per night
Cape Coral Villa
Sleeps 12, 6 bedrooms, 5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Villa Terracotta, a luxurious vacation destination nestled in a serene residential area. This exquisite villa boasts a spacious layout featuring 6 beautifully appointed bedrooms and 5 bathrooms, perfect for accommodating families and friend groups seeking a tranquil escape. The moment you enter,...

View all property information

Featured review

"Well worth the expense"

My family & I stayed at Villa Terricotta for 21 days this month & what a beautiful time was had by all. The pictures do not do it justice. They are beautiful but the experience of being there with all that...

See all reviews

$765
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. This recently updated and remodeled 2 bedroom/2 bathroom condo offers beachfront views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court...

View all property information

Featured review

"Sun plaza west unit 215"

One of the best sunsets views on Ami clean well maintained condo, the grounds have been updated the tenants are wonderful we look forward to coming back every year

See all reviews

$264
avg per night

Why Choose FloridaRentals.com?

No booking or service fees

No Booking or Service Fees

Save up to 25% compared to other websites - no hidden costs.

Connect Directly with Hosts

Connect Directly with Hosts

Book with confidence and get the best rates.

Florida's #1 vacation rental listings site

Florida's #1 Vacation Rental Site

Trusted by millions - your go-to for the perfect Florida getaway.

Bradenton Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to your luxurious coastal retreat overlooking the shimmering waters of Palma Sola Bay. This coveted 3rd-floor, 3 bedroom, 2.5 bathroom, turnkey-furnished condo offers the perfect blend of comfort, style, and serenity, with two private balconies capturing sunrise over the pond and golden Gulf sunsets...

View all property information

$176
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Don´t miss the Video Tour! Villa Palaco Grande is located on a wide canal - 5 min to Caloosahatchee river. The pool area with Hot Tub is facing south with sun all day on the patio with views of the canal.Please observe the owner have had their cat and a dog in the house.The Cape Coral vacation...

View all property information

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

Distance to beach: 9 miles to Clearwater Beach

Key Amenities

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

About this property

Welcome to Citrus Coastal Retreat! This 3-bedroom home near Indian Rocks Beach offers a private pool, tropical yard, and cheerful sunshine and lemon-inspired decor. Enjoy a fully equipped kitchen, cozy living space, and outdoor dining area perfect for relaxing. Just minutes from the beach, dining, and...

View all property information

$184
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

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

About this property

Welcome to Cheerful Oasis – Your Bay-to-Beach Escape!Discover the ultimate island retreat at Cheerful Oasis, a delightful 2-bedroom, 2-bathroom condo perfectly situated for your next getaway. Nestled just off the walking trail to the Marina, Bridge Street, and Bradenton Beach, this serene haven...

View all property information

$200
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

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

View all property information

Featured review

"Awesome beach!"

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

See all reviews

$330
avg per night
Cape Coral Estate
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Yacht Club public beach

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Escape to our modern 3-bed, 2-bath waterfront getaway in Southeast Cape Coral, Perfect for up to 6 guests, this beautifully situated Gulf access home, nestled in a quiet, yet convenient neighborhood features an open-concept design, easy access lanai and grill, and a dock. Panoramic canal views from the...

View all property information

$84
avg per night
Anna Maria Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Walk in and be wowed — the Gulf of Mexico and sugar-white beaches are right in front of you! The view of the Gulf is across the street, where you'll see some of the best sunsets you'll ever see! It's truly breath-taking, and the best part? You get to experience it all, every day of...

View all property information

$204
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Vanderbilt beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Experience relaxed, resort-style living in this bright 2BR/2BA second-floor condo in Ventanas at Tiburón at $8,500/month in season. The open-concept great room and spacious kitchen are perfect for entertaining, while both bedrooms feature en-suite baths. Step out onto the large, screened lanai...

View all property information

$211
avg per night
New
Cape Coral Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Condo PalmTree ground floor condo with a wonderful view over the garden and the huge pool area with mature trees. Light and bright with a big lanai.Only 90 day rental + +55 community - Application fee is extra.Condo PalmTree is a very spacious and is located in one of the nicest areas in southeast...

View all property information

$92
avg per night
Special Offer
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 39 miles to Our favorite is Boca Grand Island

Key Amenities

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

About this property

WELCOME TO THIS BEAUTIFUL MAINTAINED FIRST FLOOR 3 BEDROOM, 2- BATH CONDO with RESORT SYLE AMMENITIES, GATED COMMUNITY OF HERITAGE LANDING GOLF & COUNTRY CLUB IN PUNTA GORDA, FLORIDA. LOCATION - LOCATION- LOCATION THIS BEAUTIFUL CONDO IS OVERLOOKING THE 11TH FAIRWAY, NATURAL PRESERVE AND...

View all property information

$131
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

The Villa Seashell was completed in September 2023 and offers a spacious, bright, modern ambience for your vacation on about 2000 sqft. Large sliding glass doors in every rear facing room allow you to connect the living and dining area with the lanai or just open the inside to the outside.A few numbers: ...

View all property information

Featured review

"Wunderschön"

Wir hatten die Villa Seashell für eine Woche als unser Zuhause. Es ist wirklich ein wunderschönes Haus. Alles was man braucht ist da und noch vieles mehr. Das Haus ist gemütlich eingerichtet und alles...

See all reviews

$265
avg per night
Anna Maria Island Bungalow
Sleeps 4, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

VRC16-000681 The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use the link provided below to check availability on Unit A.Unit A: Visit Unit AWelcome to “The Magic Dolphin B” an elevated vacation rental located on the...

View all property information

$256
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Barefoot beach

Key Amenities

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

About this property

Escape to Botanika at Bonita Fairways! Be the first to experience this newer 2-bedroom, 2-bath luxury condo built in 2024. This beautifully designed condo offers luxe accommodations, comfort and relaxation. Within a 10 minute drive, you will find pristine beaches, the Promenade Shopping Mall, Bonita Bay...

View all property information

Featured review

"GORGEOUS Condo for a Perfect Getaway!"

I stayed here with a friend to celebrate our birthdays and we had an absolutely wonderful stay at this condo! The property was spotless, beautifully maintained, and equipped with everything we needed for...

See all reviews

$123
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your private waterfront Pool home in beautiful Punta Gorda — a newly built, professionally decorated canal‑view retreat designed for relaxation, sunshine, and effortless coastal living.Step inside and you’re greeted by bright, airy interiors curated with designer furnishings,...

View all property information

$7,565
avg per night
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...

View all property information

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...

See all reviews

$134
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to “Pineapple Cottage” – a beautifully updated ground-level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants, and fun on Pine Avenue. This charming cottage has been completely restored after hurricanes Helene and Milton. This...

View all property information

Featured review

"Great Property"

This house is in a great location, three blocks to the beach, restaurants, and three blocks to the pier, and many other amenities. It is beautiful, spacious and has everything you need to make your stay...

See all reviews

$560
avg per night
New
Fort Myers Beach Apartment
Sleeps 5, 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,...

View all property information

$109
avg per night
Sarasota House
Sleeps 14, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Seascape on Clarinda | Spacious 4BR/4BA Private Pool Home with Outdoor Kitchen & Beach GearWelcome to Seascape on Clarinda, a stunning full-house rental nestled in Sarasota, Florida, just 20 minutes from the world-famous Siesta Key Beach. This beautifully appointed 4-bedroom, 4-bathroom home comfortably...

View all property information

$345
avg per night
Anna Maria Island House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....

View all property information

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

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Step into 1,850 square feet of bright, airy relaxation in this beautifully designed vacation home featuring an open floor plan and a sleek, modern interior. Bathed in natural light and kissed by warm southern sun, this inviting space is perfect for families, friends, or couples looking to unwind in style. The...

View all property information

$170
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 1 miles to Vanderbilt & Delnor Wiggins

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This exceptional terrace unit in the Grande Geneva is one-of-a-kind, boasting the largest private deck in the building with its very own private spa and outdoor kitchen at just $22,500/month in-season. Spanning the entire side of the building and exclusive to this unit, the terrace is perfect for entertaining...

View all property information

$583
avg per night
Special Offer
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Your Perfect Day Starts Here…Picture this: The day begins not with an alarm, but with the gentle, rhythmic sound of the ocean. You step onto your private, oceanfront balcony, wrapping your hands around a steaming cup of coffee. As the first light of morning paints the sky, you gaze out at...

View all property information

Featured review

"Excellent"

Everything is amazing The condo view , every equipment, kitchen supplies, but the only reason for the 4 starts is because the mattress need to be upgraded. I just suggested it Thank you.GBY.

See all reviews

$249
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 8 miles to Naples Beach

Key Amenities

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

About this property

Currently accepting Requests . Rates as follows: August 1 - October 31 of 2026 is still available at the cost of $2,700 +++plus +++ represents three items + 7% Florida Tax to Florida Department of Revenue which you will write check directly to Florida Department of Revenue +$150 Transfer fee...

View all property information

Featured review

"Awesome experience"

Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff

See all reviews

$96
avg per night
New
Ave Maria House
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Distance to beach: 25 miles to Vanderbuilt

Key Amenities

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

About this property

Enjoy your home away from home at the National at Ave Maria, playing golf and swimming in your private pool. Our home is an oasis, primed for a relaxing long-term stay with all of the amenities and comforts of a well-appointed, luxury home.Enjoy living outdoors, relaxing by the firepit or plunging...

View all property information

$321
avg per night
Sarasota House
Sleeps 11, 3 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Lido Key

Key Amenities

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

About this property

Welcome to PAR-TEE, your private tropical oasis perfect for large families or groups! Close to ALL of Florida's top rated beaches - Siesta Key, Lido Key & Anna Maria Island - Ringling Museum, IMG, downtown Sarasota and Sarasota-Bradenton airport, this property is situated on almost a half an...

View all property information

$273
avg per night
Treasure Island Condo
Sleeps 3, 1 bedroom, 1 bathroom
61 reviews

Distance to beach: 9 yards to Sunset Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Find Your Paradise at Sunset Cove on Sunset Beach in Treasure Island, Florida. Only 30 minutes from Tampa Airport, next to St. Pete Beach, Fl. Location, Location, Location Our condo is in a quiet beach neighborhood within walking distance to restaurants (Caddy's On The Beach, Sea Dog Brewing Company,...

View all property information

Featured review

"Beautiful views for Best Value"

We love this condo/area for its dual views of both the beach and the inlet right from your doorstep! The dock just steps away is perfect for a little fishing and seeing dolphins and manatees. Nice picnic...

See all reviews

$123
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...

View all property information

$225
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms
22 reviews

Distance to beach: 10 miles to north lido beach

Key Amenities

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

About this property

**boat rental available, please search "life is good today pontoon rentals bradenton beach" to see prices** This gorgeous oasis creates the perfect Florida vacation! The private dock leads to the crystal blue waters of the Sarasota Bay that is filled with dolphins, manatees, and gorgeous sandbars....

View all property information

Featured review

"Just what we needed"

Had the best vacation!!! Location of the house was central to many beaches, restaurants and shopping! The pool was relaxing (pool floats were provided) the hot tub was even better. Beds were comfy. Beach...

See all reviews

$228
avg per night
New
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Bonita Beach or Barefoot Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Tucked away in the serene Hawthorne gated community just a few mins from downtown Bonita Springs and a short drive to gorgeous Bonita Beach, this home provides the perfect Florida getaway! Beautiful and spacious floor plan with a large living area, updated kitchen, formal dining space, breakfast nook,...

View all property information

Featured review

"Look no further"

My wife and I love this place. We've stayed here twice and will likely stay again, and this time bring more family. It delivers what it promises. Clean; spacious; safe. A beautiful, modern home in a great...

See all reviews

$192
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

A-204 is a beautifully remodeled unit with spectacular gulf views from the 2nd floor lanai. Our lanai is furnished with a new deep seat sofa, table and chairs for dining, and motorized floor to ceiling solar screens.The unit is tiled throughout, with a new fully equipped kitchen featuring granite...

View all property information

$260
avg per night
Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 0.0 miles to Right out back

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Indian Shores CondoThis condo offers the Ultimate vacation experience!This fabulous 1-bedroom, 1-bathroom, 875 square foot, family-friendly condo is the supreme vacation destination located directly on Pinellas County’s Gulf Coast & World Famous pristine white sugar sand beaches. This...

View all property information

Featured review

"Wonderful place and host"

Absolutely loved our stay in #507. I love destinations that are relaxing so you don't feel like you constantly have to be on-the-go. The balcony is fantastic, 5th floor. Sunsets were gorgeous there or on...

See all reviews

$208
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Stars Vacation Rentals, where luxury meets relaxation in the most desired neighborhood of SWFL! This stunning villa spans a generous 3500 square feet and is the perfect retreat for your next getaway. Featuring four beautiful bedrooms, each with a king-sized bed and en-suite bathroom, this...

View all property information

$505
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the ultimate luxury vacation with this gorgeous 4-bedroom, 3-bathroom fully-furnished house. The spacious and open living, dining, and kitchen area boasts high ceilings, providing a grand and comfortable atmosphere for you and your loved ones to enjoy.Step outside onto the sunny pool area...

View all property information

Featured review

"Our wedding"

Thank you so much for allowing us to stay and use your house for our wedding! Especially last minute when our wedding venue canceled on us! We loved it, thank you so much! You were an amazing host!

See all reviews

$266
avg per night
Bradenton House
Sleeps 12, 4 bedrooms, 5 bathrooms
1 review

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...

View all property information

Featured review

"Fantastic vacation property"

We booked this property for our family vacation, the property was beyond our expectations, the pool and backyard are amazing, the property manager was super responsive, and the location near Anna Maria...

See all reviews

$436
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • 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...

View all property information

$310
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 10 miles to Naples and Marco Island

Key Amenities

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

About this property

Our second floor condo in Coral falls, Lely, Naples has a bright and spacious feel, beautiful views and has all your needs for your home away from home while. The building is equipped with an elevator, as well as two separate stair cases. The primary suite sleeps two in its King size bed. The EnSuite...

View all property information

Featured review

"Perfect location and beautiful space!"

! had the most relaxing stay at this Florida condo! The location couldn’t be better—just a quick drive to beaches, shopping and dining.The condo was spotless, stylish, and incredibly cozy. I loved...

See all reviews

$154
avg per night
Anna Maria Island House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

A three-minute walk with easy access to the sugar sand beach on the famous Anna Maria Island. This newly remodeled, pet-friendly home creates fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Anna Maria HIdeaway lies within a stone's throw from the trolley...

View all property information

Featured review

"great location"

We enjoyed on our stay at this well-kept property on Anna Maria Island. It offered privacy with a good central location.

See all reviews

$219
avg per night
St. Petersburg House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Unwind in this coastal-style home featuring a private climate controlled (heated and cooled) pool and serene backyard oasis. Just a 5-minute drive to the beach, this relaxing escape offers comfortable home with coastal decor, outdoor lounging, and everything you need for the perfect seaside getaway. Perfect...

View all property information

$180
avg per night
Cortez House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Top Reasons to Book: - Minutes to Anna Maria Island Beaches - Modern 3-Bedroom Smart Home in Quiet Hunters Point Neighborhood - Game Room with Pool & Foosball Tables - Private Patio Perfect for Grilling & Relaxing - In-House Elevator & Tesla EV Charger - High-Speed Wi-Fi...

View all property information

$200
avg per night
New
Siesta Key Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Escape to this cozy coastal beach inspired two bedroom, two bathroom villa. Perfect for families, couples or small groups, this charming retreat offers comfort, functionality and a touch of seaside style. This villa features a comfortable master bedroom with a king bed and a guest room with two twin beds,...

View all property information

$245
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!Welcome to your home-away-from-home, a 4-bedroom, 4 full bath, and 1 half bath pet-friendly canal-front retreat designed for unforgettable stays. With beautiful water views and space for families, friends, or fishing trips, Yacht Sea the perfect...

View all property information

$668
avg per night
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Looking for a prime location to vacation? Seagrass Flats Unit 2 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops; vinyl plank flooring...

View all property information

Featured review

"Would stay again"

I want to start by saying the accommodations were nice and the location is excellent. We would stay here again. The rest of my comments or for the rental company, owner and future renters. The check in...

See all reviews

$190
avg per night
Anna Maria Island Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Island Time – Your Coastal Retreat in Bradenton Beach!Wake up to the gentle sway of palms and end your days with sunset views over the bay. Nestled within the sought-after Bradenton Beach Club community, this spacious coastal townhome offers a private, peaceful escape just moments...

View all property information

$228
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Caribbean Surf by Beach Retreats Vacation Rentals VRC 306 67th Street Unit B Holmes Beach, Anna Maria Island 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Private Heated Pool | Pet-Friendly Your Anna Maria Island Bungalow Retreat Welcome to Caribbean Surf, a bright and inviting 3-bedroom, 2-bath bungalow...

View all property information

Featured review

"Nice Little property!"

The home has recently been redone, very comfortable and accomodating with a nice sitting deck and new pool. We had a short walk to a beach access and the location allowed us to visit the north island area...

See all reviews

$321
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to our 2b/2b condo located in the beautiful and secure gated Kelly Greens Golf Course Community. The spacious lanai offers stunning water and golf course views on the first hole and is the perfect place to drink your morning coffee or savor an evening cocktail. Our unit is fully furnished with...

View all property information

Featured review

"Terrific location"

Kelly Green is a great place to stay. It is close to Fort Meyers beach and Sanibel Island. The golf course is fun to play and one of the best in the area .The condo has a fantastic view from the lanai....

See all reviews

$121
avg per night
Full map
Map

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.