
Apartment vacation rentals in Longboat Key
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Top-rated apartment rentals in Longboat Key
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Longboat Key-OCEAN FRONT- on the beach
My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

ROYS PLACE Romantic, Private, Paradise!
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

Acorn Terrace, Safety Harbor lux flat
Featured in the Hallmark movie "Love in the Sun", The Acorn Terrace apartment is on the second floor of the original Safety Harbor Hotel on Main Street, built in 1914. The flat features all the comforts of home. The Inn is right in the center of downtown Safety Harbor, 15 minutes from both Clearwater (PIE) and Tampa International Airport (TPA) , 10 miles to the white sandy beaches of Clearwater, 17 miles to St.Petersburg. This is a perfect home base for your Gulf adventures.

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Ohana Hale North B - 1 Bedroom
Aloha and welcome to our Island Home - Your Ohana Hale Ohana is Hawaiian for family and that is who you are when you stay with us. This one bedroom suite is idea for a couples getaway or small family vacation. Our retreat is nestled on Anna Maria Island, Florida and is a short 7 minute walk to the white sand beaches and turquoise waters. This apartment has a 7 night minimum stay requirement but we have other great properties if you need a shorter stay, just contact us!

VILLA 4 · Walk to beach. Pool. Daily rentals
We are a small family owned resort on Siesta Key offering daily rentals Villa 4 is newly renovated Featuring 1 King bedroom, Large shower in bathroom, Large Smart TV in the Living Room, Sofa and Table and Chairs. A/C, Kitchenette with Fridge Freezer, Pop Up Toaster. Coffee Maker, K Cup, Single Induction Hot Plate. Cups, Plates, Silverware and Glassware. Free wifi. Free parking. Close walk to Siesta Key beach. NO smoking NO pets Great Location Good Value

Popular Beachside Studio w Relaxing Patio & Palms!
The true gem of Treasure Island! Tucked right off of Gulf Blvd this is one of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley.

Cabin 2 at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

302 2 BR in Pass a Grille - Gulf & Bay Views
The Berkeley Beach Club is inspired by all that is Pass-A-Grille Beach: a funky, fun beach community, unique shopping, gorgeous beaches and breathtaking sunrises and sunsets. It is, in a word, Paradise. This lovely building, inspired by classic beach architecture, is on historic 8th Avenue in the heart of Pass-A-Grille. Walk a short block to the Gulf of Mexico beach to the west or Boca Ciega Bay to the east.

Cozy AF Gothic Rose Gallery
Gothic Rose Studio Step inside the Gothic Rose Studio — a hauntingly beautiful Airbnb transformed into a living art gallery. Every detail here has been hand-crafted: ornate black frames, sculptural art pieces, and one-of-a-kind gothic décor. What was once just a studio is now a curated gallery space where you do not just stay the night — you stay inside the artwork itself.

Low Tide @ Tides Inn
Sunny and spacious bungalow with views of the Intra-Coastal Waterway. Bring your boat and fishing gear and fish off the new dock. Coastal Eco-Tours are available within minutes. Centrally located within minutes to the beach and Bridge Street. Newly remodeled mid-century bungalow that offers many close activities for all the family.

Lovely 1 bedroom rental & patio, close to beach
Take a break and unwind at this peaceful oasis. This completely remodeled upstair apartment has everything to offer. It's near everything, Publix, restaurants, hospital, Clearwater beach, Pinellas bike trails and so on. It's about 30 mins away from the TPA.
Popular amenities for Longboat Key apartment rentals
Apartment rentals with air conditioning

Botanical Bungalow at THE BAY

Lake View Condo

Gulf View Penthouse | Steps to Beach + Johns Pass

Beachfront screened in lanai & hot tub, Gulf view

Tranquil Davis Islands duplex overlooking water

Beachfront Gem | Spacious Corner Unit #501

Caddy’s #1: Water Views & Walk to Beach

The One Bedroom
Weekly apartment rentals

Salt Water Suites in North Redington Beach

Luxury Ocean Front Penthouse

Romantic Beachside Efficiency

Miami & Me Retreat, Seps from the Beach!

Trendy 1-BR in Downtown

*Seaglass Suite at Siesta Shores. Sleeps 2.*

Cozy 1BR w/ Pool · 4 min from Siesta

1 min walk to Siesta Beach | Free Bikes & Boards!
Private apartment rentals

Seaside Top Floor Condo

Manatee Waterfront-, boat-dock, Kayak & pool

Stylish 2BR/2BA w/ Pool, Gym Near Airport #3

Madeira1 Waterfront & 2-3 minutes' Walktothe Beach

Stylish Gray 2nd-Floor Condo w/ Heated Pool | 1BR

Tiny Apartment with Pool

Beach Retreat w/ Deck Walk to Bradenton Beach

Luxury oasis in Sarasota
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ856 | ﺩ.ﺇ738 | ﺩ.ﺇ834 | ﺩ.ﺇ826 | ﺩ.ﺇ701 | ﺩ.ﺇ727 | ﺩ.ﺇ709 | ﺩ.ﺇ646 | ﺩ.ﺇ595 | ﺩ.ﺇ646 | ﺩ.ﺇ657 | ﺩ.ﺇ646 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about apartment rentals in Longboat Key

Total vacation rentals
Explore 120 vacation rentals in Longboat Key

Nightly prices starting at
Longboat Key vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Longboat Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Longboat Key rentals

4.9 Average rating
Longboat Key stays are highly rated by guests—averaging 4.9 out of 5!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
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- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
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- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
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