
Holiday rentals with a pool in Lemon Bay
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Top-rated rentals with a pool in Lemon Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Gulf Front Escape + Beach Access
🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

Gulf front romantic cottage in paradise
Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Englewood Private Paradise near beach
This wonderful estate is ready to be your temporary home. With 2600 ft of luxury and exterior cameras for your peace of mind, you are more than inclined to relax at this gorgeous location. Close to restaurants and parks such as Manasota Beach, Stump Pass Beach Park and others, this is an ideal location. This custom-built home features 3 bedrooms, 2.5 baths, saltwater, heated pool with a waterfall, outdoor shower and an oversized 2.5 car garage. Perfect vacation home. Beach just 5 minutes away.

Waterfront| Pool & Spa | Near Beach| No Extra Fees
Welcome to Casa-A-Mar, your private slice of coastal paradise at our newly updated waterfront retreat. Step outside and launch straight into the water with direct Gulf access or into Lemon Bay—perfect for exploring the canals on one of our kayaks. Prefer to stay in? Spend your time in the heated pool, then ease into the hot tub as the sun sets. As evening falls, transform the backyard into your own open-air theater with our outdoor projector, perfect for movie nights under the stars 🌟

Stunning Bay Waterfront! Jaw dropping Views!
Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchen & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Luxury Beach Retreat w/ Heated Pool
Welcome to our luxurious home, just 5 minutes from Manasota Key! Enjoy two master suites, a bunk room, and a gourmet kitchen with granite countertops. Relax in the screened lanai with a heated pool, outdoor dining, and lounge chairs. Additional features include high-speed internet, smart TVs, and an attached garage with entertainment options. Perfect for families or groups, this home is your ideal coastal retreat for relaxation and fun!

The Oz Parlor 2.9 mi beach
The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix, Amazon I will also add additional streaming channels opion request. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.

Pool Home Walkable to Shops and Dining
❤️This listing to save for later! Welcome to Pineapple in Paradise 🍍 a tropical getaway where old Florida charm meets modern luxury. This newly remodeled home features a remodeled living space, a sparkling pool, and a fenced backyard with a bar. Perfect for families, couples, or friends to relax, unwind, and make unforgettable memories under the palms. 📩Send us a message to book your vacation.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!
BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

BayFront 2.5 ac Private Gem 2 King bds + Game room
Welcome to your family’s private 2.5-acre tropical paradise with 240 feet of stunning bayfront views! Whether you're planning a family reunion, a getaway with friends, or just need room for everyone to spread out, this upscale coastal-style home has everything you need to relax, recharge, and make unforgettable memories together.
Popular amenities for Lemon Bay rentals with a pool
House rentals with a pool

Manasota Tree House • Private Beach & Bay Access

2.6 Mi to Beach! Waterfront Home + Pool & Spa

Mango Beach Cottage with a swim spa

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Private Heated Pool + Swim-Up Bar • Mins to Beach

6min to Beach. Saltwater Pool, Jacuzzi. Fits 8ppl.

Heated Spa Waterfront Home | Port Charlotte, FL

Stunning Lemon Bay Water & Sunset Facing Home!
Apartment rentals with a pool

Entire Beachside Condo! Don’t worry Beach Happy!

Ocean Oasis on Manasota Key - Ocean View

On the Beach; Siesta Key SunBum Studio

Vintage Villa 35 | Steps to Beach | Pool

Studio, pool, private beach, boat dock shark teeth

Heated Pool Apartment Near Siesta Key | 1BR

Boardwalk Beachfront Getaway

Steps to Water! Beach to Bay, Penthouse!
Other holiday rentals with a pool

3BR Resort Home · Pool, Gym + Beach Club Access

Luxury House Florida, Golf View, Privacy Pool.

1mi to Beach. 1+ acre of jungle Pool & Pickleball

Manoir Folie à Deux – Tuscan Countryside

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

The Mangrove House

The Turtle Nest Pool Home

Hammock Cove
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